Malonic Acid → HCID 70627355, compound

Participants

Reaction Steps

3.8 g (3aRS,4SR,7aRS)-4-(3,4-dichlorophenyl)hexahydro-4-indolinol (see Example 3), 1.6 g 2-bromoethanol and 4 g sodium carbonate are heated for 4 hours at 100° in 50 ml dimethylformamide. The resulting mixture is evaporated to dryness, and the residue is partitioned between methylene chloride and 2N tartaric acid. The aqueous phase is made alkaline and repeatedly extracted with methylene chloride. The last-mentioned methylene chloride phase is dried over sodium sulphate, and evaporated to yield as an oily residue, the title compound in crude free base form, which is converted by addition of an equivalent amount of malonic acid, into the hydrogen malonate. M.Pt. 161°.

Provenance & Evidence