Potassium Carbonate → 5-(3-((3-(hydroxymethyl)oxetan-3-yl)methoxy)-2,4-dimethoxyphenyl)isobenzofuran-1(3H)-one

HRID 2171156노트

반응식

HRID 2171156 반응식
[OH:1][C:2]1[C:3]([O:20][CH3:21])=[C:4]([C:10]2[CH:11]=[C:12]3[C:16](=[CH:17][CH:18]=2)[C:15](=[O:19])[O:14][CH2:13]3)[CH:5]=[CH:6][C:7]=1[O:8][CH3:9].C(=O)([O-])[O-].[K+].[K+].Br[CH2:29][C:30]1([CH2:34][OH:35])[CH2:33][O:32][CH2:31]1>C(#N)C>[OH:35][CH2:34][C:30]1([CH2:29][O:1][C:2]2[C:3]([O:20][CH3:21])=[C:4]([C:10]3[CH:11]=[C:12]4[C:16](=[CH:17][CH:18]=3)[C:15](=[O:19])[O:14][CH2:13]4)[CH:5]=[CH:6][C:7]=2[O:8][CH3:9])[CH2:33][O:32][CH2:31]1

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 529264[3-(Bromomethyl)oxetan-3-yl]methanolHCID 674677565-(3-Hydroxy-2,4-dimethoxy-phenyl)-3H-isobenzofuran-1-one

생성물 1

HCID 674652655-(3-((3-(hydroxymethyl)oxetan-3-yl)methoxy)-2,4-dimethoxyphenyl)isobenzofuran-1(3H)-one수율 23.2%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

반응 조건

온도
80 °C

실험 절차

To a stirring solution of 5-(3-Hydroxy-2,4-dimethoxy-phenyl)-3H-isobenzofuran-1-one (80 mg, 0.279 mmol) in acetonitrile (10 mL) was added potassium carbonate (115 mg, 0.837 mmol) and (3-(bromomethyl)oxetan-3-yl)methanol (151 mg, 0.837 mmol) and the resultant reaction mixture was heated to 80° C. for 4 h. The reaction mixture was filtered through celite and the filtrate was concentrated under reduced pressure. The obtained residue was purified by column chromatography (silica gel, 0-50% ethyl acetate in pet ether) to afford the title compound as a solid (25 mg, 23.2%).

후처리

  1. customthe resultant reaction mixture
  2. filtrationThe reaction mixture was filtered through celite
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. customThe obtained residue was purified by column chromatography (silica gel, 0-50% ethyl acetate in pet ether)

출처 및 근거

ORD 기록
ord-81735b90d09744419f3e25f1998490cc
출처 데이터셋
uspto-grants-2015_06
특허 번호
US09051290B2

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