1,3-Propanediol → HCID 13764661, compound

Participants

Reaction Steps

A solution of chloroethylethyl ether (50 mmol) in dry tetrahydrofuran (10 ml) was added dropwise at 0°-5° C. to a stirred solution of 1,3-propanediol (150 mmol) in dry tetrahydrofuran (100 ml) and N,N-diisopropylethylamine (75 mmol). The mixture was stirred for 2 hours at room temperature, the solvent was evaporated in vacuo and the residue was purified by column chromatography on silica, eluting with dichloromethane:methanol (98:2) to give the title compound as a colourless oil (5.6 g, 83%); νmax (Film) 3420, 2980, 2940, 2880, 1480, 1445, 1390 and 1180 cm-1 ; δH (CDCl3) 1.20 (3H, t, J=6.5 Hz, CH3CH2), 1.8 (2H, m, CH2CH2CH2), 3.2 (1H, s, OH), 3.6 (6H, m, CH2OH, CH2O and CH3CH2), 4.8 (2H, s, OCH 2 O).

Provenance & Evidence