JPS56110634A - Preparation of ortho-methylated phenolic compound - Google Patents
Preparation of ortho-methylated phenolic compoundInfo
- Publication number
- JPS56110634A JPS56110634A JP1252580A JP1252580A JPS56110634A JP S56110634 A JPS56110634 A JP S56110634A JP 1252580 A JP1252580 A JP 1252580A JP 1252580 A JP1252580 A JP 1252580A JP S56110634 A JPS56110634 A JP S56110634A
- Authority
- JP
- Japan
- Prior art keywords
- ortho
- oxide
- compound
- iron
- phenolic compound
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 150000002989 phenols Chemical class 0.000 title abstract 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical group OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 6
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 abstract 4
- 238000001354 calcination Methods 0.000 abstract 3
- 239000003054 catalyst Substances 0.000 abstract 3
- NXXYKOUNUYWIHA-UHFFFAOYSA-N 2,6-Dimethylphenol Chemical compound CC1=CC=CC(C)=C1O NXXYKOUNUYWIHA-UHFFFAOYSA-N 0.000 abstract 2
- 239000007864 aqueous solution Substances 0.000 abstract 2
- 238000006243 chemical reaction Methods 0.000 abstract 2
- 239000006185 dispersion Substances 0.000 abstract 2
- 150000002506 iron compounds Chemical class 0.000 abstract 2
- QTWJRLJHJPIABL-UHFFFAOYSA-N 2-methylphenol;3-methylphenol;4-methylphenol Chemical compound CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O QTWJRLJHJPIABL-UHFFFAOYSA-N 0.000 abstract 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 229930003836 cresol Natural products 0.000 abstract 1
- 238000000354 decomposition reaction Methods 0.000 abstract 1
- AJNVQOSZGJRYEI-UHFFFAOYSA-N digallium;oxygen(2-) Chemical compound [O-2].[O-2].[O-2].[Ga+3].[Ga+3] AJNVQOSZGJRYEI-UHFFFAOYSA-N 0.000 abstract 1
- 238000001035 drying Methods 0.000 abstract 1
- 229910001195 gallium oxide Inorganic materials 0.000 abstract 1
- -1 geermanium oxide Chemical compound 0.000 abstract 1
- 229910000449 hafnium oxide Inorganic materials 0.000 abstract 1
- WIHZLLGSGQNAGK-UHFFFAOYSA-N hafnium(4+);oxygen(2-) Chemical compound [O-2].[O-2].[Hf+4] WIHZLLGSGQNAGK-UHFFFAOYSA-N 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 235000014413 iron hydroxide Nutrition 0.000 abstract 1
- NCNCGGDMXMBVIA-UHFFFAOYSA-L iron(ii) hydroxide Chemical compound [OH-].[OH-].[Fe+2] NCNCGGDMXMBVIA-UHFFFAOYSA-L 0.000 abstract 1
- 230000001035 methylating effect Effects 0.000 abstract 1
- 239000008247 solid mixture Substances 0.000 abstract 1
Classifications
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/52—Improvements relating to the production of bulk chemicals using catalysts, e.g. selective catalysts
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
PURPOSE: To prepare the titled compound in high ortho-selectivity, without causing decomposition of methanol, by methylating a specific phenolic compound in the presence of a long-life catalyst containing iron oxide and obtained by maintaining an aqueous solution containing an iron compound within a specific pH range, and calcining the product.
CONSTITUTION: An ortho-methylated phenolic compound (e.g. 2,6-xylenol) can be prepared by the thermal reaction of a phenolic compound having hydrogen atom at ortho position, e.g. phenol, cresol, etc. with methanol. The reaction is carried out in the presence of a catalyst composed mainly of iron oxide and obtained by maintaining an aqueous solution containing an iron compound as main component at pH≥8, pref. 8.5W13, esp. pref. 9W11, and calcining the resulted dispersion containing colloidal iron hydroxide as main component or calcining the solid mixture obtained by drying the above dispersion. The catalyst contains a small amount of gallium oxide, geermanium oxide, hafnium oxide, etc. as an auxiliary component.
COPYRIGHT: (C)1981,JPO&Japio
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1252580A JPS56110634A (en) | 1980-02-06 | 1980-02-06 | Preparation of ortho-methylated phenolic compound |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1252580A JPS56110634A (en) | 1980-02-06 | 1980-02-06 | Preparation of ortho-methylated phenolic compound |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS56110634A true JPS56110634A (en) | 1981-09-01 |
| JPS6136732B2 JPS6136732B2 (en) | 1986-08-20 |
Family
ID=11807747
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP1252580A Granted JPS56110634A (en) | 1980-02-06 | 1980-02-06 | Preparation of ortho-methylated phenolic compound |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS56110634A (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5942043A (en) * | 1982-07-31 | 1984-03-08 | バイエル・アクチエンゲゼルシヤフト | Alkylating catalyst, manufacture of the catalyst and use of the catalyst for o-alkylating phenols |
| US4562296A (en) * | 1984-11-13 | 1985-12-31 | Ethyl Corporation | Production of aldehydes and ketones |
| CN109939708A (en) * | 2019-04-03 | 2019-06-28 | 衷晟 | A kind of methyl phenolic compounds manufacturing method |
| CN115121268A (en) * | 2022-05-31 | 2022-09-30 | 中国科学院大连化学物理研究所 | A kind of solid superacid catalyst and preparation method thereof and application in synthesizing 2,6-dimethylphenol |
-
1980
- 1980-02-06 JP JP1252580A patent/JPS56110634A/en active Granted
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5942043A (en) * | 1982-07-31 | 1984-03-08 | バイエル・アクチエンゲゼルシヤフト | Alkylating catalyst, manufacture of the catalyst and use of the catalyst for o-alkylating phenols |
| JPH0435222B2 (en) * | 1982-07-31 | 1992-06-10 | Bayer Ag | |
| US4562296A (en) * | 1984-11-13 | 1985-12-31 | Ethyl Corporation | Production of aldehydes and ketones |
| CN109939708A (en) * | 2019-04-03 | 2019-06-28 | 衷晟 | A kind of methyl phenolic compounds manufacturing method |
| CN115121268A (en) * | 2022-05-31 | 2022-09-30 | 中国科学院大连化学物理研究所 | A kind of solid superacid catalyst and preparation method thereof and application in synthesizing 2,6-dimethylphenol |
| CN115121268B (en) * | 2022-05-31 | 2024-02-06 | 中国科学院大连化学物理研究所 | Solid super acidic catalyst, preparation method thereof and application thereof in synthesis of 2, 6-dimethylphenol |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS6136732B2 (en) | 1986-08-20 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JPS5481231A (en) | Selective ortho-alkylation of phenols | |
| JPS56110634A (en) | Preparation of ortho-methylated phenolic compound | |
| JPS5735533A (en) | Preparation of bisphenol | |
| JPS5576830A (en) | Preparation of ortho-alkylated phenols | |
| HK1052477A1 (en) | Phosphorous-aluminium-mixed oxide catalyst, process for its preparation and use thereof. | |
| JPS5668632A (en) | Preparation of ortho methylated phenol | |
| JPS5668626A (en) | Preparation of ortho methylated phenol | |
| JPS5781427A (en) | Highly selective ortho alkylation of phenol | |
| JPS5443287A (en) | Production of water-soluble modified resin with high storage stability at low temperatures | |
| GB1083938A (en) | A process for the preparation of 2-alkyl phenols and 2,6-dialkyl phenols | |
| JPS5791936A (en) | Preparation of ortho-methylated phenolic compound | |
| JPS5448892A (en) | Preparation of phenolic resin | |
| JPS55323A (en) | Preparation of methyl tertiary-butyl ether | |
| JPS577427A (en) | Preparation of hydrocarbon | |
| JPS5714544A (en) | Orthoalkylation of phenols | |
| JPS5663933A (en) | Preparation of ortho-methylated phenol | |
| JPS532430A (en) | Preparation of resorcin | |
| JPS56150034A (en) | Preparation of 3,4,5-trimethoxybenzaldehyde | |
| JPS5781426A (en) | Highly selective ortho alkylation of phenol | |
| JPS5645428A (en) | Preparation of o-alkylated phenol | |
| JPS5448891A (en) | Preparation of phenolic resin | |
| JPS55151523A (en) | Preparation of ortho-methylated phenol | |
| JPS54149791A (en) | Preparation of phenol-formaldehyde resin | |
| JPS5388091A (en) | Preparation of phenolic resin | |
| JPS5668627A (en) | Preparation of ortho methylated phenol |