2-Diisopropylaminoethanol → HCID 23294900, compound

Participants

Reaction Conditions

Reaction Steps

1-Phenyl-cyclohexanecarboxylic acid (1 g, 4.9 mmol) was refluxed with SOCl2 (15 mL). After 0.5 h, the reaction mixture was evaporated and the residue was dissolved in toluene. 2-Diisopropylaminoethanol (1.4 g, 9.8 mmol) was added and the mixture was stirred at 80° C. for 14 h. The reaction mixture was filtered and chromatographed on silica gel using toluene-Et3N 95:5 as eluent. The yield was 1.5 g (84%); mp 119-122° C.; 1H NMR (D2O) δ 1.38 (d, 12H), 1.40 (m, 1H), 1.54 (m, 2H), 1.63-1.76 (m, 3H), 1.95 (t, 2H), 2.45 (d, 2H), 3.44 (t, 2H), 3.67 (m, 2H), 4.44 (t, 2H), 7.43 (t, 1H), 7.51 (t, 2H), 7.54 (d, 2H). Anal. (C21H33NO2.HCl) C, H, N.

Provenance & Evidence