Methyl 2-allyl-2-phenyl-4-pentenoate → HCID 23533669, 화합물

HRID 1178843노트

반응식

HRID 1178843 반응식
[CH2:1]([C:4]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)([CH2:9][CH:10]=[CH2:11])[C:5]([O:7][CH3:8])=[O:6])C=C>ClCCl>[C:12]1([C:4]2([C:5]([O:7][CH3:8])=[O:6])[CH2:1][CH:11]=[CH:10][CH2:9]2)[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1

참가 물질

3

반응물 1

HCID 11085592Methyl 2-allyl-2-phenyl-4-pentenoate

생성물 1

HCID 23533669HCID 23533669, 화합물수율 90.4%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-f831562b08554e6bae78483c98d80087
출처 데이터셋
uspto-grants-2007_10
특허 번호
US07276631B2

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