Formaldehyde → 1-(4-Chlorobenzyl)-3-hydroxymethyl-3-methyl-2-oxocyclopentanecarboxylic acid methyl ester

Participants

Reaction Steps

A 37% formaldehyde aqueous solution (0.90 ml) and potassium carbonate (2.00 mmol) were added to 1-(4-chlorobenzyl)-3-methyl-2-oxocyclopentanecarboxylic acid methyl ester (Compound VIII-1) (4.00 mmol), and the resultant mixture was stirred at room temperature for 4 hours. After the reaction, water was added to the resultant reaction solution, and the solution was extracted with ethyl acetate. The organic layer was washed with saturated brine, and thereafter dried over anhydrous sodium sulfate. The solvent was distilled off, and a residue was purified with the use of a silica gel column. In this way, Compound VII-1 in the form of two isomers (isomer VII-1a and isomer VII-1b) was obtained. Note that Compound VIII-1 was synthesized in accordance with a method described in Patent Literature 1.

Provenance & Evidence