Acetic acid, [(triphenylmethyl)thio]- synthesis
- Product Name:Acetic acid, [(triphenylmethyl)thio]-
- CAS Number:34914-36-8
- Molecular formula:C21H18O2S
- Molecular Weight:334.43
![Acetic acid, 2-[(triphenylmethyl)thio]-, ethyl ester](/CAS/20210111/GIF/29167-19-9.gif)
29167-19-9
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34914-36-8
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Yield: 92.1%
Reaction Conditions:
Stage #1:tritylmercapto-acetic acid ethyl ester with sodium hydroxide;water in 1,4-dioxane for 2 h;Heating / reflux;
Stage #2: with water;citric acid; pH=2 - 4
Steps:
13
2-(Tritylthio)acetic acid; A solution of ethyl 2-(tritylthio)acetate (24.09 g, 66.5 mmol), 2N NaOH (66 mL, 133 mmol), and dioxane (66 mL) was refluxed for 2h. The reaction was cooled to room temperature and diluted with ethyl acetate (150 mL) and H2O (150 mL). The basic aqueous layer was collected, and the organic layer was extracted once with H2O (50 mL). The combined aqueous layers were made acidic with solid citric acid (~40 g) with stirring to pH 2-4. The product was extracted with dichloromethane (3 x 80 mL), dried (Na2SO4) and rotary-evaporated to provide 20.49 g, 92.1% yield of a white solid.
References:
ABSOLUTE SCIENCE, INC. WO2009/45761, 2009, A1 Location in patent:Page/Page column 65
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34914-36-8
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34914-36-8
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