Hydrochloric Acid → HCID 53634723, compound

Participants

Reaction Steps

The above ester (1.44 g) was dissolved in dichloromethane (13 ml) and cooled to -20°. Diisobutylaluminium hydride (12.8 ml of a 1M solution in hexane) was added dropwise. After 18 hours at 25° dilute hydrochloric acid was added carefully and the mixture worked up in the usual manner to give 3-(4-chlorophenyl)but-2-en-1-ol (0.44 g). NMR 1H: 7.18(4H,s), 5.85(1H,t), 4.25(2H,d), 3.05(1H,s), 2.05(3H,s).

Provenance & Evidence