(+-)-3-Quinuclidinol → HCID 23295058, compound

Participants

Reaction Steps

The title compound was prepared in an analogous manner to that in Example 36. 1-(2-Methoxyphenyl)cyclobutanecarbonyl chloride, prepared from the compound prepared in Example 17, was reacted with 3-quinuclidinol at 80° C. for 25 h. A crude product was obtained which was rechromatographed on a reverse-phase PEP RPC HR 30/26 column using a gradient of 25-50% CH3CN with 0.1% TFA. The yield was 0.2 g (6%); mp 121-123° C.; 1H NMR (D2C) δ 1.70-1.85 (m, 2H), 1.93-2.03 (m, 2H), 2.10 (m, 1H), 2.19 (m, 1H), 2.39 (m, 1H), 2.54 (m, 2H), 2.77 (m, 2H), 3.01 (q, 1H), 3.18 (d, 1H), 3.28-3.37 (m, 3H), 3.75 (m, 1H), 3.85 (s, 3H), 5.24 (m, 1H), 7.13 (d, 1H), 7.17 (t, 1H), 7.45 (t, 1H), 7.53 (d, 1H). Anal. (C19H25NO2.HCl.H2O) C, H, N.

Provenance & Evidence