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Imidazole → HCID 72410009, 화합물

HRID 723461
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HRID 723461 반응식
[OH:1][CH:2]1[CH2:7][N:6]([C:8]([O:10][CH2:11][CH3:12])=[O:9])[CH2:5][CH:4]=[CH:3]1.N1C=CN=C1.[Si:18](Cl)([C:21]([CH3:24])([CH3:23])[CH3:22])([CH3:20])[CH3:19]>C(Cl)Cl.CCOCC.O>[Si:18]([O:1][CH:2]1[CH2:7][N:6]([C:8]([O:10][CH2:11][CH3:12])=[O:9])[CH2:5][CH:4]=[CH:3]1)([C:21]([CH3:24])([CH3:23])[CH3:22])([CH3:20])[CH3:19]
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참가 물질

7

반응물 3

HCID 795ImidazoleHCID 28928tert-Butyldimethylsilyl chlorideHCID 13042964Ethyl 3-hydroxy-3,6-dihydropyridine-1(2H)-carboxylate

생성물 1

HCID 72410009HCID 72410009, 화합물수율 94.4%

시약·촉매·용매 3

HCID 962Water용매HCID 3283Diethyl Ether용매
HCID 6344Dichloromethane용매

실험 절차

To a solution of Compound 239C (16 g, 93.5 mmol) in 150 mL of dry CH2Cl2 at 0° C. was added imidazole (9.5 g, 140.0 mmol) and t-butyldimethylsilylchloride (15.5 g, 102.8 mmol) and the mixture was stirred at ambient temperature overnight. The reaction mixture was diluted with ether (500 mL) and water (1 L) at 0° C. The organic phase was separated and washed with 10% LiCl (150 mL×3), dried over anhydrous MgSO4. Concentration in vacuo followed by flash chromatography (hexane-EtOAc: 15:1 to 10:1) afforded 25.2 g (Yield: 94.4%) of 239D as an oil.

후처리

  1. customThe organic phase was separated
  2. washwashed with 10% LiCl (150 mL×3)
  3. dry with materialdried over anhydrous MgSO4
  4. concentrationConcentration in vacuo

출처 및 근거

ORD 기록
ord-a94f4db335034376a68af92a4876eaf1
출처 데이터셋
uspto-grants-2006_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07141571B2

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