Propanoic acid, 2-Methyl-2-(phenylthio)- synthesis
- Product Name:Propanoic acid, 2-Methyl-2-(phenylthio)-
- CAS Number:5219-64-7
- Molecular formula:C10H12O2S
- Molecular Weight:196.27
68734-79-2
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Yield:5219-64-7 97.1%
Reaction Conditions:
Stage #1: methyl 2-methyl-2-(phenylsulfanyl)propionatewith methanol;lithium hydroxide;water in tetrahydrofuran at 20;
Stage #2: with hydrogenchloride in dihydrogen peroxide; pH=2;
Steps:
22.2
Methyl 2-methyl-2-(phenylthio)propanoate (1.126 g, 5.35 mmol) was dissolved in THF (15 mL) and methanol (5 mL). That solution was treated with an aqueous solution of lithium hydroxide monohydrate (1.12 g, 26.8 mmol in 5 mL of water). The reaction mixture was stirred at rt overnight. The volatiles were removed and the remaining aqueous solution was acidified with a 1 N HCl solution to pH 2. Ethyl acetate was added and the layers were separated. The organic layer was dried over MgSO4, filtered and concentrated to provide the desired carboxylic acid as a white solid (1.020 g, 97.1% yield).
References:
US2005/288329,2005,A1 Location in patent:Page/Page column 35
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67-64-1
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