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

HRID 1274345ノート

反応式

HRID 1274345 の反応式
[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]

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

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 (62 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.

後処理

  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

出典と根拠

ORDレコード
ord-ae28a78715e74c5ba7e345251b549238
出典データセット
uspto-grants-2000_12
特許番号
US06156782

反応ノート

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