HRID1178843
反应详情
EQUATION
反应方程式
REACTANTS
反应物
PRODUCTS
生成物
AUXILIARIES
试剂、催化剂与溶剂
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
- temperaturethe resulting suspension was heated
- temperatureunder reflux for 1 h
- customThe solvent was removed in vacuo
- customthe crude product was purified by preparative TLC
- washeluting with 10% ethyl acetate/90% hexanes