Lactic Acid → HCID 13644708, compound

Participants

Reaction Steps

400 g (3.15 moles) of N,N-dimethylcyclohexylamine were dropped into a mixture of 270 g (3 moles) of the S-enantiomer of the lactic acid and 736 g (6 moles) of chloromethyl-trimethyl silane within one hour, whilst stirring at room temperature without external cooling. The reaction mixture was heated to 95° C. with stirring and was kept at this temperature for 12 hours. Then the reaction mixture was cooled to room temperature and was poured into 1.2 liters of 10%-ic aqueous sulphuric acid. The organic phase was separated, washed twice with, in each case, 500 ml of water and was subjected to a fractionated distillation under reduced pressure. 430 g of a distillate were obtained thereby in a first fraction (boiling point: 50° C./20 mbar), which consisted of 15 g of an aqueous phase and of 415 g (3.38 moles) of chloromethyl-trimethylsilane. 371 g (2.10 moles) of the S-enantiomer of the 2-hydroxypropionic acid (trimethylsilyl)-methylester of a purity of 99.5% were obtained in a second fraction at a boiling point of b.p.=40° C./0.1 mbar. Based on chloromethyl-trimethyl-silane which had reacted, a yield of 85.1% of theory was calculated from this.

Provenance & Evidence