Diethyl Ether → cis-1-(4-benzyloxyphenoxy)-2-(N-methyl-N-tert-butoxycarbonylamino)indane

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Reaction Steps

The title compound was prepared in a similar manner to Preparation 19 from sodium hydride (80% disp. in oil, 83 mg, 2.76 mmol) in dry N,N-dimethylformamide (5 ml), (±)cis-1-(4-benzyloxy phenoxy)-2-tert-butoxycarbonylaminoindane (1 g, 2.3 mmol) in N,N-dimethylformamide (5 ml) and iodomethane (175 μl, 2.76 mmol). Column chromatography on silica gel eluting with a gradient of 10-15% diethyl ether in hexanes afforded the title compound (968 mg) as a colourless oil.

Provenance & Evidence