Sodium Hydroxide → HCID 178432840, compound

Participants

Reaction Steps

A mixture of cis/trans-4-(5-chloro-4-methyl-thiazol-2-yl)-cyclohexanecarboxylic acid ethyl ester (1:5) (209 mg, 0.726 mmol) in 1,4-dioxane (7.3 ml) and 2 M aqueous sodium hydroxide solution (3.6 ml, 7.3 mmol) was stirred for 12 h at room temperature. The reaction mixture was partitioned between ethyl acetate (25 ml) and 0.1 M aqueous hydrogen chloride solution (25 ml). The layers were separated. The aqueous layer (pH 2) was extracted with two 25-ml portions of ethyl acetate. The combined organic layers were washed with one 10-ml portion of brine, dried over anhydrous sodium sulfate and concentrated in vacuo to give the title compound (170 mg, 90%) as white solid. MS m/e: 258 ([M−H]−)

Provenance & Evidence