Hydrochloric Acid → trans-3,4-dichloro-N-(2-hydroxycycloheptyl)aniline hydrochloride salt

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Reaction Steps

A solution of 3,4-dichloroaniline (200 g., 1.23 mole), cycloheptene oxide (400 ml.), and concentrated HCl (2 ml.) is heated at reflux temperature for seven (7) days. The unreacted epoxide is evaporated at 60° C. and the residue is treated with excess ethereal HCl, and a syrup results. This is washed with 1000 ml. ether. The residue is crystallized and recrystallized from methanol/ether (1/5,5, v/v ) to give trans-3,4-dichloro-N-(2-hydroxycycloheptyl)aniline, hydrochloride salt.

Provenance & Evidence