Pyridine → 1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-2-yl)-2-butyl chloroformate

HRID 1163856

반응식

HRID 1163856 반응식
[Cl:1][C:2]1[CH:20]=[CH:19][C:5]([O:6][CH:7]([N:14]2[CH:18]=[N:17][CH:16]=[N:15]2)[CH:8]([OH:13])[C:9]([CH3:12])([CH3:11])[CH3:10])=[CH:4][CH:3]=1.[C:21](Cl)([Cl:23])=[O:22].N1C=CC=CC=1>C1COCC1>[Cl:23][C:21]([O:13][CH:8]([C:9]([CH3:11])([CH3:12])[CH3:10])[CH:7]([O:6][C:5]1[CH:4]=[CH:3][C:2]([Cl:1])=[CH:20][CH:19]=1)[N:14]1[CH2:18][N:17]=[CH:16][NH:15]1)=[O:22]

참가 물질

5

반응물 3

HCID 1049PyridineHCID 6371PhosgeneHCID 41368Triadimenol

생성물 1

HCID 867387181-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-2-yl)-2-butyl chloroformate

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 29.6 g (0.1 mole) of 1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)-2-butanol in 250 ml of THF was added 20 ml of liquid phosgene, followed by 9 ml of pyridine. The mixture was stirred at ambient temperature for about 21 hours. White solid (water-soluble) was filtered off and the THF filtrate concentrated in vacuum to a residual oil, the intermediate chloroformate. Further purification of the chloroformate was accomplished by dissolving it in about 300 ml of 1-chlorobutane, washing the butyl chloride solution with 0.5 N HCl (twice), water and saturated brine, drying (MgSO4), filtration, and evaporation of the filtrate in vacuum to leave, as a residual oil, 1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-2-yl)-2-butyl chloroformate.

후처리

  1. filtrationWhite solid (water-soluble) was filtered off
  2. concentrationthe THF filtrate concentrated in vacuum to a residual oil
  3. customFurther purification of the chloroformate
  4. dissolutionby dissolving it in about 300 ml of 1-chlorobutane
  5. washwashing the butyl chloride solution with 0.5 N HCl (twice), water and saturated brine
  6. customdrying
  7. filtration(MgSO4), filtration, and evaporation of the filtrate in vacuum

출처 및 근거

ORD 기록
ord-9c84bd54f0354689bc1eeb52c505ec01
출처 데이터셋
uspto-grants-1983_01
특허 번호
US04367089

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