Ethanol → HCID 54555720, compound

Participants

Reaction Steps

A mixture of II (9.94 g, 0.0298 mole), ethanol (190 ml), and ethyl ether-borontrifluoride complex (0.97 g) was stirred and heated under reflux for 1.5 hours. After cooling, the reaction mixture was poured into ice-water (600 ml) and extracted with three 300-ml portions of ether. The combined ethereal extracts were washed with cold 10% sodium carbonate (100 ml) and then with two 200-ml portions of cold water. The ethereal solution was dried over magnesium sulfate and evaporated to dryness from a water bath (60°C), at last under 15 mm Hg. The residual yellow oil (9.84 g) was purified by distillation under nitrogen from a potassium acetatecoated flask giving 8.57 g (79%) of IV, b0.2 198°-201°C, nD25 1.5217.

Provenance & Evidence