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Acetonitrile → 3,3-Bis-fluoromethyl-1-(4-chlorophenoxy)-1-(1,2,4-triazol-4-yl)-butan-2-one

HRID 851130
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HRID 851130 반응식
[F:1][CH2:2][C:3]([CH2:17][F:18])([CH3:16])[C:4](=[O:15])[CH:5](Br)[O:6][C:7]1[CH:12]=[CH:11][C:10]([Cl:13])=[CH:9][CH:8]=1.N1C=[CH:22][N:21]=[N:20]1.[C:24](#[N:26])C>C(Cl)Cl>[F:1][CH2:2][C:3]([CH2:17][F:18])([CH3:16])[C:4](=[O:15])[CH:5]([O:6][C:7]1[CH:12]=[CH:11][C:10]([Cl:13])=[CH:9][CH:8]=1)[N:26]1[CH:22]=[N:21][N:20]=[CH:24]1
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참가 물질

5

반응물 3

HCID 6342AcetonitrileHCID 130194363,3-Bis-fluoromethyl-1-bromo-1-(4-chlorophenoxy)-butan-2-oneHCID 178418936HCID 178418936, 화합물

생성물 1

HCID 571626153,3-Bis-fluoromethyl-1-(4-chlorophenoxy)-1-(1,2,4-triazol-4-yl)-butan-2-one

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
50 °C

실험 절차

82 g (0.286 mol) of 3,3-bis-fluoromethyl-1-bromo-1-(4-chlorophenoxy)-butan-2-one and 41.5 g (0.588 mol) of triazole were introduced into 600 ml of acetonitrile, the mixture was heated at 50° C. for 5 hours, the solvent was driven off under a waterpump vacuum, the residue was taken up in one liter of methylene chloride, the methylene chloride mixture was washed twice with 1,000 ml of water each time, the organic phase was dried over sodium sulphate and the solvent was distilled off. The residue was taken up in 500 ml of diisopropyl ether and the precipitate was filtered off. 6 g of 3,3-bis-fluoromethyl-1-(4-chlorophenoxy)-1-(1,2,4-triazol-4-yl)-butan-2-one (compound 3) of melting point 119°-122° C. were obtained. The mother liquor was distilled. 32.1 g (40% of theory) of 3,3-bis-fluoromethyl-1-(4-chlorophenoxy)-1-(1,2,4-triazol-1-yl)-butan-2-one (compound 4) of boiling point 160° -166° C./0.2 mm Hg were obtained.

후처리

  1. washthe methylene chloride mixture was washed twice with 1,000 ml of water each time
  2. dry with materialthe organic phase was dried over sodium sulphate
  3. distillationthe solvent was distilled off
  4. filtrationthe precipitate was filtered off

출처 및 근거

ORD 기록
ord-f91518ddb2ce44d8afca79ceb6fe5f46
출처 데이터셋
uspto-grants-1983_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04382944

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