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Water → (3-Bromophenyl)acetonitrile

HRID 2243211
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HRID 2243211 반응식
[Br:1][C:2]1[CH:3]=[C:4]([CH2:8][C:9]([NH2:11])=O)[CH:5]=[CH:6][CH:7]=1.C(N(CC)CC)C.FC(F)(F)C(OC(=O)C(F)(F)F)=O.O>O1CCOCC1>[Br:1][C:2]1[CH:3]=[C:4]([CH2:8][C:9]#[N:11])[CH:5]=[CH:6][CH:7]=1
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참가 물질

6

반응물 4

HCID 962WaterHCID 8471TriethylamineHCID 9845Trifluoroacetic anhydrideHCID 117360272-(3-Bromophenyl)acetamide

생성물 1

HCID 36023(3-Bromophenyl)acetonitrile

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

2-(3-Bromophenyl)acetamide (10.0 g, 46.73 mmol) (example 1) in dry 1,4-dioxane (100 mL) was cooled to 0° C. Triethylamine (18.91 g, 187.92 mmol) was added and the reaction mixture was stirred for about 10 minutes. Trifluoroacetic anhydride (39.26 g, 186.92 mmol) was added dropwise at 0° C. and the reaction mixture was stirred at room temperature for about 12 hours. The reaction mixture was poured into cold water, extracted with ethyl acetate, washed with water, dried over anhydrous sodium sulphate, filtered and the solvent evaporated under vacuum. An oily residue was obtained which was purified by column chromatography over silica gel using ethyl acetate and hexane (1:49) to afford the title compound as light yellow colored oil. Yield: 8.4 g.

후처리

  1. stirringthe reaction mixture was stirred at room temperature for about 12 hours
  2. extractionextracted with ethyl acetate
  3. washwashed with water
  4. dry with materialdried over anhydrous sodium sulphate
  5. filtrationfiltered
  6. customthe solvent evaporated under vacuum
  7. customAn oily residue was obtained which
  8. customwas purified by column chromatography over silica gel

출처 및 근거

ORD 기록
ord-7d933871668142a38797fe91a2d5d3aa
출처 데이터셋
uspto-grants-2010_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07674811B2

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