Hydrochloric Acid → HCID 23021551, compound

Participants

Reaction Steps

1.58 g of 4-(3-ethoxy-3-oxopropyl)-3-methoxybenzoic acid was dissolved in 16 mL of tetrahydrofuran, to which 0.96 mL of triethylamine was added dropwise at −10° C. and then 0.63 mL of ethyl chloroformate was added dropwise at −20° C., followed by addition thereto of 0.47 g of sodium borohydride in an ice bath, and this solution was stirred for 30 minutes at the same temperature. The reaction mixture, to which water was added dropwise before adding ethyl acetate and water thereto, was adjusted to pH 2 with 6M hydrochloric acid, and the organic phase was separated therefrom. After the resultant organic phase was washed with water and a saturated sodium chloride solution successively, the washed phase was dried over anhydrous magnesium sulfate, and the solvent was distilled out under reduced pressure to yield 1.49 g of ethyl 3-[4-(hydroxymethyl)-2-methoxyphenyl]propanoate as white solid.

Provenance & Evidence