Sodium hydride → HCID 12951847, compound

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A mixture of N-(5-chloro-2-fluorophenyl)methyl-N-methyl-3-hydroxy-3-phenylpropylamine (3.1 g), 50% sodium hydride dispension (480 mg) and DMSO (100 ml) was maintained at 50° under nitrogen for 12h. The mixture was poured onto water (500 ml) and extracted with ether (3×300 ml). The combined organic extracts were washed, dried and evaporated. Chromatography of the residue on silica (Woelm Grade 1) using ethyl acetate as eluant gave the title compound (1.6 g). This was converted to the tosylate in ether/IPA, m.p. 219°-221°. (Found C, 62.2; H, 5.6; N, 2.7%. C17H18ClNO. C7H8SO3 requires: C, 62.65; H, 5.7; N, 3.0%).

Provenance & Evidence