Chloroacetonitrile → HCID 18793519, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of (±)-3-(cyclopentyloxy)-4-methoxy-β-methylbenzeneethanamine (0.029 mol), chloroacetonitrile (0.0146 mol) and sodium carbonate (0.0219 mol) in DMF (200 ml) was stirred for 5 hours at 60° C. The reaction mixture was filtered and the filtrate was evaporated. The residue was washed with water, then extracted with 2-methoxy-2-methylpropane. The separated organic layer was dried, filtered, and the solvent was evaporated. The residue was purified by open column chromatography over silica gel (eluent: CH2Cl2 ; CH2Cl2 /2-propanone 96/4, and 90/10; then, CH2Cl2 /CH3OH 80/20). The pure fractions were collected and the solvent was evaporated, yielding 3.24 g (77%) of (±)-[[2-[3-(cyclopentyloxy)-4-methoxyphenyl]propyl]amino]acetonitrile (intermediate 21).

Provenance & Evidence