Triethylamine → HCID 12854480, compound

Participants

Reaction Steps

23.95 g of 3,4-dihydro-8-hydroxy-3-hydroxymethyl-2H-1-benzopyran was dissolved in 270 ml of tetrahydrofuran, and 14.8 g of triethylamine was added. With stirring under ice cooling, a solution of 15.9 g of ethyl chloroformate in 135 ml of tetrahydrofuran was added dropwise over 1.5 hours. The mixture was stirred at 2° C. for 1.5 hours. After the reaction, the insoluble matter was removed by filtration, and the mother liquor was distilled under reduced pressure. To the residue was added 500 ml of ethyl acetate to form a solution. The solution was washed successively with 2 N hydrochloric acid and a saturated aqueous solution of sodium chloride, and dried. The solvent was distilled off to give 33.6 g (yield 100%) of 3,4-dihydro-8-ethoxycarbonyloxy-3-hydroxymethyl-2H-1-benzopyran.

Provenance & Evidence