Hydrochloric Acid → HCID 20297261, compound

Participants

Reaction Conditions

Reaction Steps

1.10 g (5 mmols) of 3-phenoxybenzaldehyde, 0.83 g (7.5 mmols) of thiophenol, 1.3 g (5.1 mmols) of bromoform, 1.7 g (26 mmols) of potassium hydroxide (having a purity higher than 85%) and 0.424 g (10 mmols) of lithium chloride were added to a mixture of 5 ml of dioxane and 5 g of ice crump, and the resulting mixture was stirred vigorously for 5 hours at 0° C. and then 19 hours at room temperature. The reaction mixture was then diluted with water, rendered acidic with hydrochloric acid and extracted with methylene chloride. The extract was washed with water, dried over anhydrous magnesium sulfate and concentrated to remove the solvent to obtain a crude product of 2-phenylthio-2-(3-phenoxyphenyl)acetic acid in a quantative yield. The resulting crude product was purified by column chromatography eluting with hexane-diethyl ether (10:1 by volume) to obtain 1.54 g (92% yield) of the above product in a substantially pure form.

Provenance & Evidence