Potassium Carbonate → 4-(3-((3-(Hydroxymethyl)oxetan-3-yl)methoxy)-2,4-dimethoxyphenyl)-2,3-dihydro-1H-inden-1-one

HRID 2171147노트

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HRID 2171147 반응식
[OH:1][C:2]1[C:3]([O:20][CH3:21])=[C:4]([C:10]2[CH:18]=[CH:17][CH:16]=[C:15]3[C:11]=2[CH2:12][CH2:13][C:14]3=[O:19])[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:18]=[CH:17][CH:16]=[C:15]4[C:11]=3[CH2:12][CH2:13][C:14]4=[O:19])[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 701704534-(3-Hydroxy-2,4-dimethoxyphenyl)-2,3-dihydro-1H-inden-1-one

생성물 1

HCID 701704784-(3-((3-(Hydroxymethyl)oxetan-3-yl)methoxy)-2,4-dimethoxyphenyl)-2,3-dihydro-1H-inden-1-one수율 27.8%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

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온도
80 °C

실험 절차

To a stirring solution of 4-(3-hydroxy-2,4-dimethoxyphenyl)-2,3-dihydro-1H-inden-1-one (80 mg, 0.281 mmol) in acetonitrile (5 mL) was added potassium carbonate (115 mg, 0.843 mmol) and (3-(bromomethyl)oxetan-3-yl)methanol (153 mg, 0.843 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 (30 mg, 27.6%).

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-26c5d813eb4c4ed2aba7390c9016c43b
출처 데이터셋
uspto-grants-2015_06
특허 번호
US09051290B2

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