2-Diisopropylaminoethanol → 2-(Diisopropylamino)ethyl 1-phenylcyclobutanecarboxylate Hydrochloride

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Reaction Steps

The title compound was prepared in an analogous manner to that in Example 36 by reacting 1-phenylcyclobutanecarbonyl chloride with 2-diisopropylaminoethanol at 80° C. for 17 h. The undissolved oil was separated from the reaction mixture and the toluene solution was chromatographed on silica gel using toluene-Et3N 98:2 as eluent. The yield was 1.5 g (77%); mp 110-114° C.; 1H NMR (D2O) δ 1.33 (d, 12H), 1.97 (m, 1H), 2.11 (m, 1H), 2.63 (m, 2H), 2.89 (m, 2H), 3.47 (t, 2H), 3.70 (m, 2H), 4.46 (t, 2H), 7.44 (m, 1H), 7.48 (m, 2H), 7.53 (m, 2H). Anal. (C19H29NO2 HCl) C, H, N.

Provenance & Evidence