1-Cyclopropylethanol → 3-(1-cyclopropylethoxy)-4-hydroxy-2(5H)-furanone

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[N+](=[C:3]1[C:7](=[O:8])[CH2:6][O:5][C:4]1=[O:9])=[N-].[CH3:10][CH:11]([CH:13]1[CH2:15][CH2:14]1)[OH:12]>C([O-])(=O)C.[Rh+3].C([O-])(=O)C.C([O-])(=O)C>[CH:13]1([CH:11]([O:12][C:3]2[C:4](=[O:9])[O:5][CH2:6][C:7]=2[OH:8])[CH3:10])[CH2:15][CH2:14]1

참가 물질

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온도: 130 °C

실험 절차

To the mixture of 3-diazo-2,4-(3H, 5H)-furandione (300 mg, 2.38 mmol; Example 207, Step 1) and a-methylcyclopropanemethanol (2.0 mL) was added rhodium acetate (30 mg). The mixture was heated at 130° C. for a period of 18 h. The excess of alcohol was evaporated under reduced pressure and the resulting crude mixture was purified by flash chromatography (10% to 20% MeOH in CH2Cl2) to provide 50 mg of the title compound.

후처리

customThe excess of alcohol was evaporated under reduced pressure
customthe resulting crude mixture was purified by flash chromatography (10% to 20% MeOH in CH2Cl2)

출처 및 근거

ORD 기록: ord-cc1b22334a484f068f807cddc31848bd
출처 데이터셋: uspto-grants-2000_02
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US06020343

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참가 물질

반응물 2

HCID 791041-Cyclopropylethanol

HCID 154391133-Diazofuran-2,4-dione

생성물 1

HCID 701064543-(1-cyclopropylethoxy)-4-hydroxy-2(5H)-furanone

시약·촉매·용매 1

HCID 168478Rhodium acetate촉매

반응 조건

온도: 130 °C

실험 절차

후처리

customThe excess of alcohol was evaporated under reduced pressure
customthe resulting crude mixture was purified by flash chromatography (10% to 20% MeOH in CH2Cl2)

출처 및 근거

ORD 기록: ord-cc1b22334a484f068f807cddc31848bd
출처 데이터셋: uspto-grants-2000_02
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US06020343

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