JPS6466150A - Production of o-(aminomethyl)-phenol - Google Patents
Production of o-(aminomethyl)-phenolInfo
- Publication number
- JPS6466150A JPS6466150A JP62223040A JP22304087A JPS6466150A JP S6466150 A JPS6466150 A JP S6466150A JP 62223040 A JP62223040 A JP 62223040A JP 22304087 A JP22304087 A JP 22304087A JP S6466150 A JPS6466150 A JP S6466150A
- Authority
- JP
- Japan
- Prior art keywords
- raney
- aminomethyl
- halogen
- raw material
- based catalyst
- 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.)
- Pending
Links
- KPRZOPQOBJRYSW-UHFFFAOYSA-N 2-(aminomethyl)phenol Chemical compound NCC1=CC=CC=C1O KPRZOPQOBJRYSW-UHFFFAOYSA-N 0.000 title 1
- 239000003054 catalyst Substances 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 3
- 229910052736 halogen Inorganic materials 0.000 abstract 3
- 239000002994 raw material Substances 0.000 abstract 3
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 abstract 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 abstract 2
- 239000010941 cobalt Substances 0.000 abstract 2
- 229910017052 cobalt Inorganic materials 0.000 abstract 2
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 abstract 2
- 150000002367 halogens Chemical class 0.000 abstract 2
- 125000005842 heteroatom Chemical group 0.000 abstract 2
- 238000006683 Mannich reaction Methods 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 125000004202 aminomethyl group Chemical group [H]N([H])C([H])([H])* 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- UYOVAKKUHLDHMB-UHFFFAOYSA-N phenoxymethanamine Chemical compound NCOC1=CC=CC=C1 UYOVAKKUHLDHMB-UHFFFAOYSA-N 0.000 abstract 1
- 238000006722 reduction reaction Methods 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 selectively obtain O-(aminomethyl)phenol in high yield by reducing 2-(aminomethyl)-4-halo-phenols in the presence of Raney cobalt, Raney copper or Raney iron based catalyst. CONSTITUTION:A compound expressed by formula I (R1 and R2 are lower alkyl or R1 and R2 may form saturated hetero ring capable of containing O or S further as hetero atom together with N linking therewith; X is halogen; Y is H or halogen) is reduced in the presence of Raney cobalt, Raney copper or Raney iron based catalyst under conditions similar to an ordinary reduction reaction using a Raney based catalyst and a halogen at 4-site is selectively eliminated to provide the aimed compound expressed by formula II in high yield of 55-99% from the above-mentioned raw material. Further more, the above-mentioned raw material is obtained in nearly quantitative yield by selectively in position introducing aminomethyl group corresponding to the above- mentioned raw material into a compound expressed by formula III according to Mannich reaction.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP62223040A JPS6466150A (en) | 1987-09-08 | 1987-09-08 | Production of o-(aminomethyl)-phenol |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP62223040A JPS6466150A (en) | 1987-09-08 | 1987-09-08 | Production of o-(aminomethyl)-phenol |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS6466150A true JPS6466150A (en) | 1989-03-13 |
Family
ID=16791900
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP62223040A Pending JPS6466150A (en) | 1987-09-08 | 1987-09-08 | Production of o-(aminomethyl)-phenol |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS6466150A (en) |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS572244A (en) * | 1980-05-08 | 1982-01-07 | Bayer Ag | Manufacture of 2-trifluoromethylaniline |
| JPS57150643A (en) * | 1981-02-10 | 1982-09-17 | Bayer Ag | Manufacture of spontaneously para-chlorinated 2,6-diaminotoluene |
| JPS6087247A (en) * | 1983-10-18 | 1985-05-16 | Mitsui Toatsu Chem Inc | Production of 1,3-bis(3-aminophenoxy)benzene |
-
1987
- 1987-09-08 JP JP62223040A patent/JPS6466150A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS572244A (en) * | 1980-05-08 | 1982-01-07 | Bayer Ag | Manufacture of 2-trifluoromethylaniline |
| JPS57150643A (en) * | 1981-02-10 | 1982-09-17 | Bayer Ag | Manufacture of spontaneously para-chlorinated 2,6-diaminotoluene |
| JPS6087247A (en) * | 1983-10-18 | 1985-05-16 | Mitsui Toatsu Chem Inc | Production of 1,3-bis(3-aminophenoxy)benzene |
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