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Triethylamine → 6-Chloro-4-(4-fluorophenyl)-2-methyl-3-quinolinecarboxaldehyde

HRID 34295
ノート
印刷プレビュー

反応式

HRID 34295 の反応式
C(Cl)(=O)C(Cl)=O.[Cl:7][C:8]1[CH:9]=[C:10]2[C:15](=[CH:16][CH:17]=1)[N:14]=[C:13]([CH3:18])[C:12]([CH2:19][OH:20])=[C:11]2[C:21]1[CH:26]=[CH:25][C:24]([F:27])=[CH:23][CH:22]=1.C(N(CC)CC)C>ClCCl.CS(C)=O>[Cl:7][C:8]1[CH:9]=[C:10]2[C:15](=[CH:16][CH:17]=1)[N:14]=[C:13]([CH3:18])[C:12]([CH:19]=[O:20])=[C:11]2[C:21]1[CH:26]=[CH:25][C:24]([F:27])=[CH:23][CH:22]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 8471TriethylamineHCID 65578Oxalyl chlorideHCID 14229327HCID 14229327、化合物

生成物 1

HCID 142293286-Chloro-4-(4-fluorophenyl)-2-methyl-3-quinolinecarboxaldehyde

試薬・触媒・溶媒 2

HCID 679Dimethyl Sulfoxide溶媒2 回HCID 6344Dichloromethane溶媒3 回

反応条件

温度
-78 °C

実験手順

To a solution of oxalyl chloride (8.85 mL, 1.1 equivalents) in 150 mL of dry dichloromethane at -78° C. under nitrogen, was added dropwise a solution of dimethylsulfoxide (14.2 mL, 2.2 equivalents) in 125 mL of dichloromethane. After complete addition, the mixture was stirred for five minutes at -78° C. and then a solution of 6-chloro-4-(4-fluorophenyl)-2-methyl-3-quinolinemethanol (27.8 ) in 100 mL of dichloromethane and 50 mL of dimethylsulfoxide was added dropwise. This solution was stirred at -78° C. for one hour, after which triethylamine (64.1 mL, 5.0 equivalents) was added. The cooling bath was removed and 400 mL of saturated ammonium chloride solution was added to the reaction mixture.

後処理

  1. additionAfter complete addition
  2. stirringThis solution was stirred at -78° C. for one hour
  3. customThe cooling bath was removed
  4. addition400 mL of saturated ammonium chloride solution was added to the reaction mixture

出典と根拠

ORDレコード
ord-52f922d09f9940b58a36c945d1a4e891
出典データセット
uspto-grants-1988_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04761419

反応ノート

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