Trichloroethanol → HCID 23374563, compound

Participants

Reaction Conditions

Reaction Steps

According to the procedure of Ninomiya et al. (Ninomiya, K., Shioiri, T., and S. Yamada, Tetrahedron 30:2151 (1974)), a mixture of the product from Step 2 (1.4 g, 6.65 mmol), diphenylphosphorylazide (2.10 ml, 9.63 mmol) and 1.25 ml (8.95 mmol) of triethyl amine was stirred for 15 minutes and then heated to 71° C. over 60 minutes; 2,2,2-trichloroethanol (0.925 ml, 0.00962 mol) was then added and the mixture was heated at 95° C. for 20 hours and at reflux for 4 hours. The mixture was concentrated and the residue chromatographed over 200 ml of silica gel (230°-400 mesh) by gravity elution with 75% CH2Cl2 /Hexane to give 2.07 g (87.4%) of the titled product.

Provenance & Evidence