Water → HCID 54378120, compound

Participants

Reaction Steps

To a solution of (RS)-(6-methoxy-2,3-dihydro-benzofuran-2-yl)-methanol (0.09 g, 0.5 mmol), Et3N (0.1 ml, 0.75 mmol), DMAP (1 mg, 0.01 mmol) in CH2Cl2 (1.5 ml) at 0° C. was added dropwise a solution of p—toluenesulfonylchloride (115 mg, 0.6 mmol). The reaction mixture was allowed to warm to room temperature and was stirred during 4 hr before the addition of H2O (2 ml). The aqueous phase was extracted with CH2Cl2 (2×5 ml). Combined organic phases were dried over Na2SO4, and concentrated. The residue was chromatographed over SiO2 (Merck 230-400 mesh) eluting with nHexane-EtOAc (4:1) to provide (RS)-toluene-4-sulfonic acid 6-methoxy-2,3-dihydro-benzofuran-2-ylmethyl ester (120 mg, 72%) as a colorless oil, MS:m/e=334 (M+).

Provenance & Evidence