Imidazole → HCID 68957642, 화합물

HRID 2378069노트

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HRID 2378069 반응식
N1C=CN=C1.[CH3:6][O:7][C:8]([C:10]1([C:13]2[O:17][N:16]=[C:15]([C:18]3[CH:23]=[CH:22][C:21]([OH:24])=[CH:20][CH:19]=3)[C:14]=2[C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH2:12][CH2:11]1)=[O:9].[Si:31](Cl)([C:34]([CH3:37])([CH3:36])[CH3:35])([CH3:33])[CH3:32]>C1COCC1.[Cl-].[Na+].O>[CH3:6][O:7][C:8]([C:10]1([C:13]2[O:17][N:16]=[C:15]([C:18]3[CH:23]=[CH:22][C:21]([O:24][Si:31]([C:34]([CH3:37])([CH3:36])[CH3:35])([CH3:33])[CH3:32])=[CH:20][CH:19]=3)[C:14]=2[C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH2:11][CH2:12]1)=[O:9]

참가 물질

6

반응물 3

HCID 795ImidazoleHCID 28928tert-Butyldimethylsilyl chlorideHCID 136395593HCID 136395593, 화합물

생성물 1

HCID 68957642HCID 68957642, 화합물수율 99.4%

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 57417360Sodium chloride; water용매

실험 절차

Imidazole (2.1 g) is added to a solution consisting of the 1-[3-(4-hydroxy-phenyl)-4-phenyl-isoxazol-5-yl]-cyclopropanecarboxylic acid methyl ester (9.6 g) and tert-butyldimethylsilyl chloride (4.7 g) in THF (100 mL). The reaction mixture is stirred at room temperature overnight. Brine solution is added and the reaction mixture is twice extracted with ethyl acetate. The combined extracts are dried and concentrated. Repeated concentration from hexane and then pentane gave 1-{3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-4-phenyl-isoxazol-5-yl}-cyclopropanecarboxylic acid methyl ester (12.8 g.)

후처리

  1. extractionthe reaction mixture is twice extracted with ethyl acetate
  2. customThe combined extracts are dried
  3. concentrationconcentrated
  4. concentrationconcentration from hexane

출처 및 근거

ORD 기록
ord-c8685dd35471478789b8de2d53cd3581
출처 데이터셋
uspto-grants-2008_12
특허 번호
US07470715B2

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