Ethanol → HCID 70290887, compound

Participants

Reaction Steps

At 24°, toluene-4-sulfonic acid monohydrate (1.11 g, 0.4 mmol) was added to a solution of (E)-3-methoxy-2-[(E)-2-[(R)- and (S)-3-(tetrahydro-pyran-2-yloxy)-propenyl]-phenyl]-acrylic acid methyl ester (4.866 g, 14 mmol) in ethanol (70 ml). After the mixture was stirred for 6 h and neutralized with K2CO3 solution, the solvent was evaporated and the crude was dissolved in ethylacetate, washed with brine, water, and dried over Na2SO4. Evaporation of the solvent gave (E)-2-[2-(3-hydroxy-propenyl)-phenyl]-3-methoxy-acrylic acid methyl ester (3.4 g, 93%) as a white solid, m.p. 78-80°. IR (YBr): 1683, 1619 cm-1. MS (EI): 216 (M-MeOH).

Provenance & Evidence