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Methanol → 4-Amino-5-fluoro-2-methoxybenzonitrile

HRID 630409
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HRID 630409 반응식
[CH3:1][OH:2].[NH2:3][C:4]1[C:11]([F:12])=[CH:10][C:7]([C:8]#[N:9])=[C:6](F)[CH:5]=1>O1CCCC1>[NH2:3][C:4]1[C:11]([F:12])=[CH:10][C:7]([C:8]#[N:9])=[C:6]([O:2][CH3:1])[CH:5]=1
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참가 물질

4

반응물 2

HCID 887MethanolHCID 27359004-Amino-2,5-difluorobenzonitrile

생성물 1

HCID 185196344-Amino-5-fluoro-2-methoxybenzonitrile수율 97%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

To a mixture of methanol (10.48 mL, 0.25 mol) and anh. tetrahydrofuran (60 mL) was added dropwise a solution of potassium tert-butilate (6.76 g, 0.05 mol) in anh. tetrahydrofuran (52 mL) at 0° C. under nitrogen atmosphere. The mixture was stirred for minutes at room temperature and then 4-amino-2,5-difluorobenzonitrile (4 g, 0.02 mol) was added. The reaction mixture was stirred at 70° C. for 3 hours. The solvent was partially removed and ether was added into the mixture. The organic layer was washed with bicarbonate and brine, dried and filtered. The organic solvent was removed under reduced pressure to give the title compound as a yellow solid (97%), which was used in the next step without further purification.

후처리

  1. stirringThe reaction mixture was stirred at 70° C. for 3 hours
  2. customThe solvent was partially removed
  3. additionether was added into the mixture
  4. washThe organic layer was washed with bicarbonate and brine
  5. customdried
  6. filtrationfiltered
  7. customThe organic solvent was removed under reduced pressure

출처 및 근거

ORD 기록
ord-8242f9408a2247d490ba5d83aed76b62
출처 데이터셋
uspto-grants-2016_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09315463B2

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