Citric Acid → HCID 10009134, compound

Participants

Reaction Steps

In order to produce the citrate, the more nonpolar diastereoisomer of 1-(4-dimethylamino-4-phenylcyclohexylmethyl)-3-[2-(1H-indol-3-yl)ethyl]thiourea (253 mg, 0.582 mmole) was dissolved in ethanol (4 ml) at RT and combined with a solution of citric acid (123 mg, 0.588 mmole) in ethanol (1 ml). After 2 h, the batch was combined with 20 ml ether and stirred for 18 h. The resultant solid was filtered out, washed with ether (3×2 ml) and dried. The nonpolar diastereoisomer of 1-(4-dimethylamino-4-phenylcyclohexylmethyl)-3-[2-(1H-indol-3-yl)ethyl]-thiourea citrate could be obtained in this manner as a light yellow solid in a yield of 297 mg (Example 37, 81%).

Provenance & Evidence