1H-1,2,4-Triazole → HCID 23349974、化合物

HRID 2058197ノート

反応式

HRID 2058197 の反応式
[NH:1]1[CH:5]=[N:4][CH:3]=[N:2]1.Br[CH:7]([O:15][C:16]1[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][C:17]=1[Cl:23])[C:8](=[O:14])[C:9]([O:12][CH3:13])([CH3:11])[CH3:10].N12CCCCC1C=NCCC2>CC(C)=O>[Cl:23][C:17]1[CH:18]=[C:19]([Cl:22])[CH:20]=[CH:21][C:16]=1[O:15][CH:7]([N:1]1[CH:5]=[N:4][CH:3]=[N:2]1)[C:8](=[O:14])[C:9]([O:12][CH3:13])([CH3:11])[CH3:10]

参加物

5

反応物 3

HCID 92571H-1,2,4-TriazoleHCID 3141121,5-Diazabicyclo(5,4,0)undec-5-eneHCID 23349975HCID 23349975、化合物

生成物 1

HCID 23349974HCID 23349974、化合物収率 63.8%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

反応条件

温度
0 °C

実験手順

1H-1,2,4-Triazole (2.83 g, 0.041 mole) was added to a stirred solution of 14.6 g (0.041 mole) of 1-bromo-1-(2,4-dichlorophenoxy)-3-methoxy-3-methyl-2-butanone in 100 ml. of acetone at -10° C. To the resulting mixture, 6.09 g (0.041 mole) of 1,5-diazabicyclo[5.4.0]-undec-5-ene was added at a rate to maintain the temperature of the mixture below -5° C. After the addition was complete, the mixture was stirred an additional 30 minutes at 0° C. Then the solvent was evaporated off, the residue taken up in 300 ml. diethyl ether, and the resulting mixture extracted with water. The organic phase was dried using MgSO4 and the solvent evaporated. The residual yellow oil (13 g) was stirred for several minutes with boiling hexane, then filtered to remove insoluble material. Upon cooling the filtrate, 9.0 g (63.8% yield) of 1-(2,4-dichlorophenoxy)-1-(1H- 1,2,4-triazol-1-yl)-3-methoxy-3-methyl-2-butanone, m.p. 53°-54° C., was obtained.

後処理

  1. customat -10° C
  2. temperatureto maintain the temperature of the mixture below -5° C
  3. additionAfter the addition
  4. customThen the solvent was evaporated off
  5. extractiondiethyl ether, and the resulting mixture extracted with water
  6. customThe organic phase was dried
  7. customthe solvent evaporated
  8. stirringThe residual yellow oil (13 g) was stirred for several minutes with boiling hexane
  9. filtrationfiltered
  10. customto remove insoluble material

出典と根拠

ORDレコード
ord-513187510f3541ad984f7e847c02f20b
出典データセット
uspto-grants-1980_07
特許番号
US04215127

反応ノート

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