Water → 3-Cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)-4-(4,4-diethoxy-1-hydroxybut-2-ynyl)pyrazole

HRID 1108824노트

반응식

HRID 1108824 반응식
[CH2:1]([O:3][CH:4]([O:7][CH2:8][CH3:9])[CH2:5][CH3:6])[CH3:2].C([Li])CCC.[C:15]([C:17]1[C:21]([CH:22]=[O:23])=[CH:20][N:19]([C:24]2[C:29]([Cl:30])=[CH:28][C:27]([C:31]([F:34])([F:33])[F:32])=[CH:26][C:25]=2[Cl:35])[N:18]=1)#[N:16].O>O1CCCC1.CCOCC>[C:15]([C:17]1[C:21]([CH:22]([OH:23])[C:6]#[C:5][CH:4]([O:7][CH2:8][CH3:9])[O:3][CH2:1][CH3:2])=[CH:20][N:19]([C:24]2[C:29]([Cl:30])=[CH:28][C:27]([C:31]([F:32])([F:34])[F:33])=[CH:26][C:25]=2[Cl:35])[N:18]=1)#[N:16]

참가 물질

7

반응물 4

HCID 962WaterHCID 20858Propane, 1,1-diethoxy-HCID 184179813-Cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)4-formylpyrazoleHCID 178418339Butyllithium

생성물 1

HCID 221208993-Cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)-4-(4,4-diethoxy-1-hydroxybut-2-ynyl)pyrazole

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of propionaldehyde diethyl acetal (0.0192 g) in anhydrous tetrahydrofuran (2 ml) cooled to -78° C. under an atmosphere of nitrogen was added dropwise n-butyl lithium (621 μl, 2.5M in hexanes) and the mixture was stirred for 10 minutes. 3-Cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)-4-formylpyrazole (0.05 g) was added and stirring continued for 30 minutes. The reaction mixture was poured into water (5 ml) and ether (5 ml). The organic layer was separated, dried (Na2SO4) and evaporated. The residue was purified by column chromatography on silica gel (5 g) eluted with dichloromethane. Combination and evaporation of suitable fractions gave the title compound as a white foam.

후처리

  1. stirringstirring
  2. waitcontinued for 30 minutes
  3. customThe organic layer was separated
  4. dry with materialdried (Na2SO4)
  5. customevaporated
  6. customThe residue was purified by column chromatography on silica gel (5 g)
  7. washeluted with dichloromethane
  8. customCombination and evaporation of suitable fractions

출처 및 근거

ORD 기록
ord-6d0d47396d3044efabe037c46b2dced3
출처 데이터셋
uspto-grants-2000_05
특허 번호
US06069157

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