2,3-Dihydroxybutanedioic Acid → HCID 86749736, compound

Participants

Reaction Steps

The (+)-enantiomer (starting material for Example 56) was prepared in conventional manner as follows. A mixture of (±)1-(4-chlorophenyl)ethylamine (73 g) and D(-) tartaric acid (70 g) in industrial methylated spirits (IMS) (4.2 1) was allowed to stand at ambient temperature for 2 days. The solid formed was collected by filtration, washed with IMS and recrystallised from IMS to give (+)1-(4-chlorophenyl)ethylamine (-) tartrate, m.p. 195°-199° 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 which was distilled at 120°-125° C. (30 mmHg). Chiral HPLC indicated enantiomeric purity of 97.4%.

Provenance & Evidence