Triethylamine → 4-Acetyl-8-chloro-1,1-dimethyl-1,2,3,4,5,6-hexahydrobenzo[f]quinoline

HRID 2051344ノート

反応式

HRID 2051344 の反応式
[Cl:1][C:2]1[CH:17]=[CH:16][C:5]2[C:6]3[C:7]([CH3:15])([CH3:14])[CH2:8][CH2:9][NH:10][C:11]=3[CH2:12][CH2:13][C:4]=2[CH:3]=1.C(N(CC)CC)C.[C:25](Br)(=[O:27])[CH3:26]>C(Cl)Cl>[C:25]([N:10]1[C:11]2[CH2:12][CH2:13][C:4]3[CH:3]=[C:2]([Cl:1])[CH:17]=[CH:16][C:5]=3[C:6]=2[C:7]([CH3:14])([CH3:15])[CH2:8][CH2:9]1)(=[O:27])[CH3:26]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 10482Acetyl bromideHCID 198331288-Chloro-1,1-dimethyl-1,2,3,4,5,6-hexahydrobenzo[f]quinoline

生成物 1

HCID 198331574-Acetyl-8-chloro-1,1-dimethyl-1,2,3,4,5,6-hexahydrobenzo[f]quinoline

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

10.6 g (0.043 mol) of 8-chloro-1,1-dimethyl -1,2,3,4,5,6-hexahydrobenzo[f]quinoline and 6.6 ml (0.047 mol) of triethylamine are dissolved in 100 ml of methylene chloride and 3.5 ml (0.047 mol) of acetyl bromide dissolved in 20 ml of methylene chloride are added dropwise thereto at 0°. After stirring for 1 hour, the mixture is extracted with methylene chloride/water, dried with magnesium sulfate and the solvent is distilled in a vacuum. Recrystallization from methylene chloride/ hexane gives 4-acetyl-8-chloro-1,1-dimethyl-1,2,3,4,5,6hexahydrobenzo[f]quinoline as white crystals with melting point 126-127°.

後処理

  1. additionare added dropwise
  2. customat 0°
  3. extractionthe mixture is extracted with methylene chloride/water
  4. dry with materialdried with magnesium sulfate
  5. distillationthe solvent is distilled in a vacuum
  6. customRecrystallization from methylene chloride/ hexane

出典と根拠

ORDレコード
ord-64e278da835c4172b5f5c81b9aed497f
出典データセット
uspto-grants-1991_05
特許番号
US05017608

反応ノート

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