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Imidazole → HCID 69733417, 화합물

HRID 967622
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HRID 967622 반응식
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([O:10][C:11]([F:14])([F:13])[F:12])=[C:6]([CH2:8][OH:9])[CH:7]=1.N1[CH:19]=[CH:18]N=C1.[Si:20](Cl)([C:23]([CH3:26])([CH3:25])[CH3:24])([CH3:22])[CH3:21]>CN(C=O)C>[Si:20]([O:9][CH2:8][C:6]1[CH:7]=[C:2]([NH:1][C:19]2[CH:18]=[CH:6][CH:7]=[CH:2][CH:3]=2)[CH:3]=[CH:4][C:5]=1[O:10][C:11]([F:12])([F:13])[F:14])([C:23]([CH3:26])([CH3:25])[CH3:24])([CH3:22])[CH3:21]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 795ImidazoleHCID 28928tert-Butyldimethylsilyl chlorideHCID 22311140(5-Amino-2-trifluoromethoxy-phenyl)-methanol

생성물 1

HCID 69733417HCID 69733417, 화합물수율 104.1%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

(5-Amino-2-trifluoromethoxyphenyl)methanol (1.2 g, 5.8 mmol) was dissolved in DMF (5 mL) and imidazole (0.48 g, 7.1 mmol) and tert-butyldimethylsilylchloride (0.99 g, 6.6 mmol) were added and the mixture was stirred for 16 hours. The reaction mixture was extracted with ethylacetate (50 mL) and water (20 mL). The aqueous phase was extracted once more with ethyl acetate (20 mL). The combined organic phases were washed with water (10 mL), aqueous citric acid (10 mL, 10%) and water (2×10 mL), dried (magnesium sulphate) and concentrated in vacuo. The residue was purified by column chromatography (110 g, silica gel) using ethyl acetate and heptane (1:3) as eluent to give 1.2 g of 3-(tert-butyldimethylsilanyloxymethyl)-4-trifluoromethoxyphenylaniline.

후처리

  1. extractionThe reaction mixture was extracted with ethylacetate (50 mL) and water (20 mL)
  2. extractionThe aqueous phase was extracted once more with ethyl acetate (20 mL)
  3. washThe combined organic phases were washed with water (10 mL), aqueous citric acid (10 mL, 10%) and water (2×10 mL)
  4. dry with materialdried (magnesium sulphate)
  5. concentrationconcentrated in vacuo
  6. customThe residue was purified by column chromatography (110 g, silica gel)

출처 및 근거

ORD 기록
ord-a55eb91aab9f4c5fab580fb67a6b0648
출처 데이터셋
uspto-grants-2005_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06953812B2

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