Hydrochloric Acid → HCID 21472435, compound

Participants

Reaction Steps

The procedure described in Example 1 was repeated using 2-allylphenol (9.6 g), instead of 4-butoxyphenol, to prepare 3-(2-allylphenoxymethyl)-3-hydroxyquinuclidine which was dissolved in acetone and a solution of hydrogen chloride in ether added to afford 3-(2-allylphenoxymethyl)-3-hydroxyquinuclidine hydrochloride as a colourless solid, m.p. 102°-128° C.; microanalysis, found: C, 64.7; H, 8.0; N, 4.5% C17H23NO2.HCl.0.3H2O requires C, 64.8; H, 7.9; N, 4.4%; NMR (DMSO-d6): 1.6-1.8(1H, m), 1.7-2.0(2H, m), 2.1-2.3(2H, m), 3.0-3.5(8H, m), 4.0-4.1(2H, q), 5.0-5.1(2H, m), 5.5(1H, s), 5.9-6.1(1H, m), 6.8-7.0(2H, m), 7.1-7.3(2H, m) and 10.7(1H, br); m/z 274 (M+H).

Provenance & Evidence