Hydrochloric Acid → HCID 67019298, compound

Participants

Reaction Conditions

Reaction Steps

A suspension of ether 6 (84.0 g, 400 mmol) and 1N HCl (25 mL) was heated to 90° C. while stirring vigorously. After about 15 minutes the mixture became exothermic and a clear homogeneous liquid resulted. The reaction mixture was stirred for an additional 15 minutes at this temperature and cooled to room temp. During this process the product solidified, and the mixture was diluted with water (500 mL) and filtered. The solid was suspended in hexanes (250 mL), stirred, filtered and dried to give 68.0 g (93.4%) of 7. MS m/z 183 (M+1); 1H NMR (300 MHz, CDCl3) δ 9.5-9.0 (br s, 1H), 2.5 (t, 4H), 2.3-2.2 (m, 2H), 2.0-1.9 (m, 2H), 1.6-1.5 (m, 1H), 1.2-1.1 (m, 2H), 0.9 (d, 6H); 13C NMR (CDCl3) δ 206.0, 188.1, 117.2, 40.1, 38.1, 33.3, 28.6, 23.0, 21.2, 20.2

Provenance & Evidence