HCID 22313290, 화합물 → HCID 22313309, 화합물

HRID 965839노트

반응식

HRID 965839 반응식
[CH2:1]([O:4][C:5]1[CH:6]=[C:7]([CH:12]=[CH:13][C:14]=1[CH:15]=[CH2:16])[C:8]([O:10][CH3:11])=[O:9])C=C>C(Cl)Cl.C1CCC(P(C2CCCCC2)C2CCCCC2)CC1.C1CCC(P(C2CCCCC2)C2CCCCC2)CC1.C1C=CC(C=[Ru](Cl)Cl)=CC=1>[O:4]1[C:5]2[C:14](=[CH:13][CH:12]=[C:7]([C:8]([O:10][CH3:11])=[O:9])[CH:6]=2)[CH:15]=[CH:16][CH2:1]1

참가 물질

4

반응물 1

HCID 22313290HCID 22313290, 화합물

생성물 1

HCID 22313309HCID 22313309, 화합물수율 64%

시약·촉매·용매 2

HCID 11967259Benzylidenebis(tricyclohexylphosphine)dichlororuthenium촉매HCID 6344Dichloromethane용매

실험 절차

To a stirred solution of methyl 3-(allyloxy)-4-vinylbenzoate (0.67 g, 3.1 mmol) in CH2Cl2 (20 mL) at rt is added benzylidene-bis(tricyclohexylphosphine)dichlororuthenium (63 mg, 0.076 mmol). The mixture is stirred at rt for 2 h. The reaction mixture is concentrated in vacuo to a dark residue. The crude product is purified by flash chromatography on SiO2. Elution with hexanes-EtOAc (95:5) gives 372 mg (64%) of methyl 2H-chromene-7-carboxylate as a clear oil: 1H NMR (400 MHz, CDCl3) δ 7.56, 7.46, 7.01, 6.46, 5.91, 4.89, 3.91.

후처리

  1. concentrationThe reaction mixture is concentrated in vacuo to a dark residue
  2. customThe crude product is purified by flash chromatography on SiO2
  3. washElution with hexanes-EtOAc (95:5)

출처 및 근거

ORD 기록
ord-e5ea8b4738e942db84c52dd5edad3d2f
출처 데이터셋
uspto-grants-2005_10
특허 번호
US06951868B2

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