HRID1178843

反应详情

EQUATION

反应方程式

HRID 1178843 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

1

PROCEDURE

实验过程

To a solution of methyl 2-allyl-2-phenylpent-4-enoate (378 mg) in dichloromethane (41 mL) was added benzylidene-bis(tricyclhexylphosphine)dichlororuthenium (68 mg) and the resulting suspension was heated under reflux for 1 h. The solvent was removed in vacuo, and the crude product was purified by preparative TLC eluting with 10% ethyl acetate/90% hexanes to give the title compound as an oil (300 mg). 1H NMR (400 MHz, CDCl3) δ 2.74 (2H, d, J=14.8 Hz), 3.40 (2H, d, J=14.8 Hz), 3.63 (3H, s), 5.76 (2H, s), 7.22-7.31 (5H, m). 13C NMR (100 MHz, CDCl3) δ 42.8, 52.5, 58.4, 126.6, 126.8, 128.7, 129.2, 143.7, and 176.6.

WORKUP

后处理

  1. temperaturethe resulting suspension was heated
  2. temperatureunder reflux for 1 h
  3. customThe solvent was removed in vacuo
  4. customthe crude product was purified by preparative TLC
  5. washeluting with 10% ethyl acetate/90% hexanes