Benzoyl chloride → HCID 9844687, compound

Participants

Reaction Steps

The title compound, a colorless oil, was prepared from ethyl (+)-(E)-4-(4-(6-hydroxy-2-methylcyclohex-1-enyl)but-3-en-1-ynyl)benzoate (Compound 1b, 30 mg, 0.097 mmol) and benzoyl chloride (0.041 mL, 0.35 mmol) as described in General Procedure D. [α]D=+97 (EtOAc), PNMR (300 MHz, CDCl3) δ 1.37 (t, 3 H, J=7.1 Hz), 1.66 (m, 3 H), 1.97 (s, 3 H), 2.10(m, 1 H), 2.28 (m,2 H),4.36 (q, 2 H, J=7.1 Hz), 5.78 (d, 1 H, J=16 Hz), 5.92 (s, 1 H), 7.41-7.45 (several ds, 4 H), 7.54 (m, 1 H), 7.95 (dd, 2 H, J=8.4, 1.8 Hz), 8.05 (dd, 2 H, J=8.6, 1.5 Hz). (Trimethylsilyl)ethyl (−)-(E)-4-(4-(6-Hydroxy-2-methylcyclohex-1-enyl)but-3-en-1-ynyl)benzoate (Compound 2a) and (Trimethylsilyl)ethyl (+)-(E)-4-(4-(6-Acetoxy-2-methylcyclohex-1-enyl)but-3-en-1-ynyl)benzoate (Compound 8b).

Provenance & Evidence