Methyl 4-chloroacetoacetate → HCID 86745950, compound

Participants

Reaction Steps

Methyl-4-chloroacetoacetate (0.45g) in dry methlene dichlorode (5 ml) containing 4A molecular sieve (3g) was treated with tetrahydrothiapyran-2-carboxylate (0.4g) and then piperidine (2 drops) and acetic acid (2 drops). The mixture was stirred at room temperature for 45 min. The solution was diluted with methylene dichloride and the organic solution washed with water and brine. After drying over anhydrous magnesium sulphate the solvent was evaporated. Chromatography of the residue on silica gel using ethyl acetate-hexane (1:5) as eluant gave the title product as a 2:1 (Z/E) mixture of isomers (0.43g). νmax (CHCl3) 1710 and 1625 cm-1.

Provenance & Evidence