Acetic acid, 2-(triphenylphosphoranylidene)-, ethyl ester → HCID 59180245, compound

Participants

Reaction Steps

3-Chlorobicyclo[3.1.0]hex-2-ene-2-carbaldehyde (142 mg, 0.67 mmol) was olefinated according to General Procedure 1.1.B with ethoxycarbonylmethylene triphenylphosphorane ((487 mg, 1.4 mmol). The material was purified by chromatography, eluting with heptane-EtOAc, gradient 0 to 10% EtOAc to afford the title compound. 142 mg. 1H NMR (CHLOROFORM-d) δ: 7.57 (d, J=15.8 Hz, 1H), 6.11 (d, J=15.7 Hz, 1H), 4.25 (q, J=7.1 Hz, 2H), 3.01 (dd, J=19.1, 7.3 Hz, 1H), 2.65 (dd, J=19.1, 2.9 Hz, 1H), 1.93-2.03 (m, 1H), 1.61 (qd, J=7.3, 4.3 Hz, 1H), 1.33 (t, J=7.1 Hz, 3H), 1.00 (td, J=7.5, 4.7 Hz, 1H), 0.13-0.21 (m, 1H).

Provenance & Evidence