GB734879A - Manufacture of 6-acyl-2-naphthols - Google Patents
Manufacture of 6-acyl-2-naphtholsInfo
- Publication number
- GB734879A GB734879A GB6602/53A GB660253A GB734879A GB 734879 A GB734879 A GB 734879A GB 6602/53 A GB6602/53 A GB 6602/53A GB 660253 A GB660253 A GB 660253A GB 734879 A GB734879 A GB 734879A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acid
- naphthol
- product
- hydroxy
- acylation
- 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.)
- Expired
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/45—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by condensation
- C07C45/46—Friedel-Crafts reactions
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
6-Acyl-2-naphthols are manufactured by acylating a 2-hydroxy-1-naphthoic acid or a 2-naphthol-1-sulphonic acid with an organic acid chloride or anhydride in the presence of a Friedel-Crafts catalyst, and heating the acylation product in the presence of an aqueous mineral acid to split off the carboxyl or sulphonic acid group. Instead of a pure 2-naphthol-1-sulphonic acid there may be used as starting material a crude sulphonation mixture obtained by treating 2-naphthol with chlorsulphonic acid in a solvent suitable for the subsequent acylation. In examples: (1) 2-naphthol is sulphonated with chlorsulphonic acid in nitrobenzene, the reaction mixture is added to the addition product formed by introducing aluminium chloride and acetyl chloride into nitrobenzene, and the acylation product is isolated and heated with dilute sulphuric acid to produce 6-acetyl-2-naphthol; (2) 2-hydroxy-3-naphthoic acid is sulphonated with chlorsulphonic acid in dichlorethane in the presence of aluminium chloride, and the product is treated as in (1) (but using dichlorethane again as solvent in the acylation step) to give 6-acetyl-2-hydroxy-3-naphthoic acid; (3) 2-hydroxy-1-naphthoic acid is treated with succinic anhydride in dichlorethane in the presence of aluminium chloride, and the product is heated with dilute sulphuric acid to form 6-succinyl-2-naphthol; (4) the same product is obtained similarly from the mixture obtained by sulphonating 2-naphthol as in (3).
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE734879X | 1952-03-11 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB734879A true GB734879A (en) | 1955-08-10 |
Family
ID=6641982
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB6602/53A Expired GB734879A (en) | 1952-03-11 | 1953-03-10 | Manufacture of 6-acyl-2-naphthols |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB734879A (en) |
-
1953
- 1953-03-10 GB GB6602/53A patent/GB734879A/en not_active Expired
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