(+-)-3-Quinuclidinol → HCID 23295075, compound

Participants

Reaction Steps

The title compound was prepared in analogous manner to that in Example 4. The 1-phenylcyclopropanecarbonyl chloride obtained after the chlorination step was reacted with 3-quinuclidinol at 80° C. for 21 h. The reaction mixture was filtered and chromatographed on silica gel using toluene-Et3N 95:5 as eluent. The yield was 0.76 g (40%); mp 229-233° C.; 1H NMR (D2O) δ 1.42-1.48 (m, 2H), 1.72-1.78 (m, 2H), 1.81-1.98 (m, 3H), 2.10 (m, 1H), 2.40 (m, 1H), 3.14 (m, 1H), 3.25-3.41 (m, 4H), 3.71 (m, 1H), 5.17 (m, 1H), 7.44 (m, 1H), 7.49 (m, 2H), 7.55 (m, 2H) Anal. (C17H21NO2.HCl) C, H, N.

Provenance & Evidence