ChemicalBook CAS DataBase List 3-ACETYLBENZOIC ACID

3-ACETYLBENZOIC ACID synthesis

12synthesis methods

Product Name:3-ACETYLBENZOIC ACID
CAS Number:586-42-5
Molecular formula:C9H8O3
Molecular Weight:164.16

6136-68-1
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586-42-5
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Yield: 92%

Reaction Conditions:

Stage #1:3-acethylbenzonitrile with sodium hydroxide;water in methanol at 90;
Stage #2: with hydrogenchloride in water; pH=3

Steps:

105 Example 105; 3-ACETYL-BENZOIC acid
6M Sodium hydroxide (25 mL) was added to 3-acetylbenzonitrile (850 mg, 5.82 mmol) in methanol (25 mL) and then heated at [90°C] overnight. After concentrating the reaction mixture, the aqueous layer was washed with dichloromethane (2x), then acidified [PH-3] with 12M HC1. The precipitate was extracted with ethyl acetate then washed with water and saturated brine, dried over anhydrous sodium sulfate filtered and concentrated to afford 3-ethylbenzoic acid as a colorless oil; 0.800g (92%). 1H NMR [(CDC13)] 8 [(PPM)] : 8.70 (s, 2H), 8.33 (d, 2H), 8. 24 (d, 2H), 7.64 (t, 1H), 2.70 (s, 3H).

References:

ASTRA ZENECA AB;NPS PHARMACEUTICALS, INC. WO2004/14881, 2004, A2 Location in patent:Page 138

585-74-0 Synthesis