Glycol monoethyl ether → HCID 15020138, compound

Participants

Reaction Steps

NaH (2.4 g, 0.05 mol) was allowed to react with 2-ethoxyethanol (50 mL) during 30 min. 8-Bromooctanoic acid (4.8 g, 0.021 mol) was added, the solution heated at reflux for 24 h, cooled, and the solvent removed in vacuo. The residue was dissolved in ether, washed with water, the aqueous phase acidified (pH 1, HCl), and washed again with ether. The organic phase was dried (MgSO4), the solvent removed in vacuo, and the residue chromatographed (silica gel, 10%-25% Et2O/CH2Cl2), and distilled (Kugelrohr) to afford the title compound (0.4 g, 8%) as a yellow oil (bp 232° C./0.02 torr). IR: 1750 cm-1 : 1H NMR: 1.3 (t, 3H); 1.35 (bs, 6H); 1.6 (m, 4H); 3.5 (m, 8H). Anal. Calcd for C12H24O4 : C, 62.07; H, 10.41%. Found: C, 61.95; H, 10.46%.

Provenance & Evidence