1-(4-Chlorophenyl)ethylamine → HCID 86749736, compound

Participants

Reaction Steps

The (-)-enantiomer (starting material for Example 57) was prepared in conventional manner as follows. A warm solution of (±)1-(4-chlorophenyl)ethylamine (101 g) and L(+)tartaric acid (97.3 g) in IMS (7 l) was allowed to cool slowly and to stand at ambient temperature for 3 days. The solid formed was collected by filtration, washed with IMS and recrystallised twice from IMS to give (-)1-(4-chlorophenyl)ethylamine (+) tartrate, m.p. 195°-196° C. The salt was suspended in water and basified with aqueous ammonia (specific gravity 0.88). The mixture was extracted with diethyl ether to give (-) 1-(4-chlorophenyl)ethylamine (free base) which was distilled at 122°-124° C. (28 mmHg). Chiral HPLC indicated enantiomeric purity of 96.8%.

Provenance & Evidence