Fenbuconazole → 4-(4-Chlorophenyl)-2-[(1,2,4-triazol-1-yl)methyl]-1-butylamine

HRID 54907노트

반응식

HRID 54907 반응식
[H-].[Al+3].[Li+].[H-].[H-].[H-].[Cl:7][C:8]1[CH:13]=[CH:12][C:11]([CH2:14][CH2:15][C:16](C2C=CC=CC=2)([CH2:19][N:20]2[CH:24]=[N:23][CH:22]=[N:21]2)[C:17]#[N:18])=[CH:10][CH:9]=1>O1CCCC1>[Cl:7][C:8]1[CH:13]=[CH:12][C:11]([CH2:14][CH2:15][CH:16]([CH2:19][N:20]2[CH:24]=[N:23][CH:22]=[N:21]2)[CH2:17][NH2:18])=[CH:10][CH:9]=1

참가 물질

4

반응물 2

HCID 86138FenbuconazoleHCID 21226445Aluminium lithium hydride

생성물 1

HCID 199569544-(4-Chlorophenyl)-2-[(1,2,4-triazol-1-yl)methyl]-1-butylamine수율 89.5%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

반응 조건

온도
5 °C

실험 절차

To a 5 liter flask stirring under nitrogen, fitted with a mechanical stirrer, was charged 18 g (0.45 mole) of lithium aluminum hydride in 1000 mL of dry tetrahydrofuran which was then cooled to 5° C. To the slurry was added 152 g (0.45 mole) of alpha-(2-(4-chlorophenyl)ethyl)-alpha-phenyl-1H-1,2,4-triazole-1-propanenitrile in 2000 mL of dry tetrahydrofuran over 3 hours. The reaction was kept at 5°-10° C. during the addition then allowed to warm to room temperature and stirred overnight. The reaction was cooled in an ice bath and quenched with the slow addition of sodium sulfate. The solvent was removed and the residue was extracted with ethyl acetate and washed with 1000 mL water and 1000 mL brine. After drying, and removal of the solvent, 137 g (89.5% yield) of a very viscous oil resulted.

후처리

  1. customfitted with a mechanical stirrer
  2. additionThe reaction was kept at 5°-10° C. during the addition
  3. temperatureto warm to room temperature
  4. stirringstirred overnight
  5. temperatureThe reaction was cooled in an ice bath
  6. customquenched with the slow addition of sodium sulfate
  7. customThe solvent was removed
  8. extractionthe residue was extracted with ethyl acetate
  9. washwashed with 1000 mL water and 1000 mL brine
  10. customAfter drying
  11. customremoval of the solvent, 137 g (89.5% yield) of a very viscous oil
  12. customresulted

출처 및 근거

ORD 기록
ord-8df30aaf38e84184ac8879b38ea71258
출처 데이터셋
uspto-grants-1997_04
특허 번호
US05624916

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