3-ACETYLBENZOIC ACID synthesis
- 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
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586-42-5
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10601-99-7
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586-42-5
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124-38-9
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138313-22-1
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586-42-5
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6781-42-6
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586-42-5
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