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Imidazole → 2-Fluoro-5-methoxy-3-(2-triisopropylsilanyloxyethoxymethyl)benzaldehyde

HRID 1161581
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HRID 1161581 반응식
[F:1][C:2]1[C:9]([CH2:10][O:11][CH2:12][CH2:13][OH:14])=[CH:8][C:7]([O:15][CH3:16])=[CH:6][C:3]=1[CH:4]=[O:5].N1C=CN=C1.Cl[Si:23]([CH:30]([CH3:32])[CH3:31])([CH:27]([CH3:29])[CH3:28])[CH:24]([CH3:26])[CH3:25].O>CN(C=O)C>[F:1][C:2]1[C:9]([CH2:10][O:11][CH2:12][CH2:13][O:14][Si:23]([CH:30]([CH3:32])[CH3:31])([CH:27]([CH3:29])[CH3:28])[CH:24]([CH3:26])[CH3:25])=[CH:8][C:7]([O:15][CH3:16])=[CH:6][C:3]=1[CH:4]=[O:5]
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참가 물질

6

반응물 4

HCID 795ImidazoleHCID 962WaterHCID 139400Triisopropylsilyl chlorideHCID 595168732-Fluoro-3-(2-hydroxyethoxymethyl)-5-methoxybenzaldehyde

생성물 1

HCID 595172852-Fluoro-5-methoxy-3-(2-triisopropylsilanyloxyethoxymethyl)benzaldehyde수율 103.7%

시약·촉매·용매 1

HCID 6228
Dimethylformamide
용매

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온도
50 °C

실험 절차

2-Fluoro-3-(2-hydroxyethoxymethyl)-5-methoxybenzaldehyde (305 mg) was dissolved in 3 ml of DMF, and 300 mg of imidazole and 283 mg of chlorotriisopropylsilane were added thereto. The resulting mixture was stirred at 50° C. for 2 hours, and then water was added thereto. The mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate. The desiccating agent was removed by filtration, and the filtrate was concentrated under reduced pressure to give a crude product of the title compound (533 mg).

후처리

  1. extractionThe mixture was extracted with ethyl acetate
  2. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  3. customThe desiccating agent was removed by filtration
  4. concentrationthe filtrate was concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-59dfd01664a446e8b6cb5dfd144219f5
출처 데이터셋
uspto-grants-2010_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07816522B2

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