4-Bromo-2-fluorophenol → 3-Fluoro-4-hydroxybenzonitrile

HRID 263493

반응식

HRID 263493 반응식
Br[C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[C:4]([F:9])[CH:3]=1.[C:10]([Cu])#[N:11]>CN1C(=O)CCC1.CCOCC>[C:10]([C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[C:4]([F:9])[CH:3]=1)#[N:11]

참가 물질

5

반응물 2

HCID 27249814-Bromo-2-fluorophenolHCID 178418546HCID 178418546, 화합물

생성물 1

HCID 27829443-Fluoro-4-hydroxybenzonitrile수율 96.2%

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 13387N-methyl-2-pyrrolidone용매

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온도
150 °C

실험 절차

4-Bromo-2-fluorophenol (10 ml, 91 mmol) and 9.85 g (0.11 mol) of CuCN were combined in 75 ml of NMP with stirring under nitrogen, and the mixture was heated at 150° C. for 5 h. The mixture was diluted with 200 ml of ether, stirred, and decanted. The residue was diluted again with 200 ml of ether, heated, and decanted. The combined decantates were washed with water, 1N HCl solution, water, and brine, and dried over magnesium sulfate. The organic solution was concentrated in vacuo to provide 12 g of a white solid which was triturated in carbon tetrachloride and filtered to afford 7.29 g (72.1%) of the title compound.

후처리

  1. stirringstirred
  2. customdecanted
  3. additionThe residue was diluted again with 200 ml of ether
  4. temperatureheated
  5. customdecanted
  6. washThe combined decantates were washed with water, 1N HCl solution, water, and brine
  7. dry with materialdried over magnesium sulfate
  8. concentrationThe organic solution was concentrated in vacuo

출처 및 근거

ORD 기록
ord-a9f37634b6b8400d9b8a6ba72ce3732a
출처 데이터셋
uspto-grants-1997_07
특허 번호
US05643929

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