4-(HYDROXYIMINO-METHYL)-BENZOIC ACID METHYL ESTER synthesis
- Product Name:4-(HYDROXYIMINO-METHYL)-BENZOIC ACID METHYL ESTER
- CAS Number:53148-13-3
- Molecular formula:C9H9NO3
- Molecular Weight:179.17
1571-08-0
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Yield:53148-13-3 99.5%
Reaction Conditions:
Stage #1: methyl 4-formylbenzoatewith hydroxyamino hydrochloride in methanol;lithium hydroxide monohydrate at 25 - 35; for 2 h;
Stage #2: with sodium hydroxide in methanol;lithium hydroxide monohydrate; pH=7.5 - 8;
Steps:
1
886 g of methyl 4-formylbenzoate having 99.0% purity obtained in Preparative Example 1 was dissolved in 2000 g of methanol, after which reactants of 450 g (6.47 mole) of hydroxylamine hydrochloride in 650 g of water was added thereto and the reaction mixture was stirred at a stirring rate of 800 rpm at 25-35° C. for 2 hr. After methyl 4-formylbenzoate had been completely consumed from the reaction solution, a 30% sodium hydroxide aqueous solution was added to the reaction solution so that the pH of the solution was adjusted to 7.5-8.0 while performing vigorous stirring at a stirring rate of 1300 rpm, followed by filtering the solution. Drying was performed at 80° C. under atmospheric pressure for 4 hr, affording 962 g (yield 99.5%) of methyl 4-hydroxyiminomethylbenzoate having 99.0% purity.
References:
US2012/296114,2012,A1 Location in patent:Page/Page column 3
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