Sodium hydride → (+/-) cis 2-Amino-1-(3,4dichlorophenoxy)indane Hydrochloride

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Reaction Steps

The title compound was prepared in a similar manner to Example 26 from (±) cis 2-amino-1-indanol (2.24 g, 15.0 mmol), sodium hydride (0.54 g of an 80% dispersion in oil; 18.0 mmol) and 1,2-dichloro-4-fluorobenzene (2.97 g, 18.0 mmol). The crude product was purified by chromatography on silica eluting with 0-4% ethanol in diethyl ether. The resulting light brown oil (3.89 g) was extracted into a mixture of hexane and diethyl ether and treated with ethereal HCl to give the hydrochloride salt. Recrystallisation afforded the title compound as a colourless solid, m.p. 214°-215° C. (dec) (from methanol/ethyl acetate/diethyl ether).

Provenance & Evidence