Cyclopentanecarbonyl chloride → HCID 55298626, compound

Participants

Reaction Steps

A solution of cyclopentanecarbonyl chloride (10 g, 75 mmol) and AlCl3 (11.1 g, 83 mmol) in CH2Cl2 (100 mL) was cooled to −10° C. A solution of vinyltrimethylsilane (12 mL, 75 mmol) in CH2Cl2 (50 mL) was added drop wise over 30 minutes. The reaction was stirred for 20 additional minutes, and then poured over 200 g of ice. The layers were separated, and the aqueous layer was extracted with CH2Cl2. The organic layers were combined and washed with saturated NaHCO3. The organic was then dried over Na2SO4, the solids were filtered away, and the product was purified by distillation (7.17 g, 60%). 1H NMR (CDCl3) δ: 1.43-1.70 (m, 8H), 2.69-2.80 (m, 3H), 3.61 (t, J=6.57 Hz, 2H).

Provenance & Evidence