Hydrochloric Acid → 3-Chloro-alpha-[[[1,1-dimethylethyl]amino]methyl]benzenemethanol hydrochloride salt

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Reaction Steps

Borane-methyl sulphide (2.15 g, 2.7 ml, 4 equivs.) was added dropwise, under nitrogen, to a stirred solution of N-[1,1-dimethylethyl]-3-chloro-α-hydroxybenzene acetamide (1.71 g) in dry tetrahydrofuran. The resulting solution was stirred and heated under reflux for 2 h., cooled, and treated with methanol (1 ml). The reaction mixture was heated under reflux for 1 h., cooled, treated with methanolic hydrogen chloride, and the solvent evaporated to give 3-chloro-α-[[[1,1-dimethylethyl]amino]methyl]benzenemethanol hydrochloride salt, 1.5 g, m.p. 165°-175° C.

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