2-Butoxyethanol → HCID 15020137, compound

Participants

Reaction Steps

NaH (2.2 g, 0.045 mol) was allowed to react with 2-butoxyethanol (50 mL) during 1 h. 6-Bromohexanoic acid (4.2 g, 0.0215 mol) was added, the mixture was heated at reflux for 24 h, cooled, and the solvent was removed in vacuo. The residue was dissolved in ether (50 mL), washed with water (3×40 mL), the aqueous phase was acidified (pH 1.0, 6 M HCl), washed with ether, and the solvent removed in vacuo. The yellow oil was chromatographed (silica gel, 10%-30% Et2O/CH2Cl2) and distilled (Kugelrohr) to yield the title product (2.0 g, 50%, bp 120° C./0.02 torr). IR: 1740 cm-1. 1H NMR: 0.98 (t, 3H), 1.4 (m, 4H) 1.6 (m, 6H), 2.4 (t, 2H), 3.4 (t, 4H), 3.6 (s, 4H). Anal. Calcd for C12H24O4 : C, 62.04; H, 10.41%. Found C, 61.99; H, 10.47%

Provenance & Evidence