Phenethylamine → 2-(2-Chloropropionyl)-1-phenyl-1,2,3,4-tetrahydroisoquinoline

HRID 844953

反応式

HRID 844953 の反応式
C(N)CC1C=CC=CC=1.C(Cl)(=O)C1C=CC=CC=1.[C:19]1([CH:25]2[C:34]3[C:29](=[CH:30][CH:31]=[CH:32][CH:33]=3)[CH2:28][CH2:27][NH:26]2)[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.C1C2C(=CC=CC=2)C=CN=1.[OH-].[Na+].[Cl:47][CH:48]([CH3:52])[C:49](Cl)=[O:50]>O.C(Cl)Cl>[Cl:47][CH:48]([CH3:52])[C:49]([N:26]1[CH2:27][CH2:28][C:29]2[C:34](=[CH:33][CH:32]=[CH:31][CH:30]=2)[CH:25]1[C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1)=[O:50]

参加物

9

反応物 6

HCID 1001PhenethylamineHCID 7412Benzoyl chlorideHCID 8405IsoquinolineHCID 14798Sodium HydroxideHCID 1001371,2,3,4-Tetrahydro-1-phenylisoquinolineHCID 1110192-Chloropropionyl chloride

生成物 1

HCID 201330512-(2-Chloropropionyl)-1-phenyl-1,2,3,4-tetrahydroisoquinoline

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6344Dichloromethane溶媒

実験手順

By procedures described in Example 1 (Method A), phenethylamine and benzoyl chloride were converted to 1-phenyl-1,2,3,4-tetrahydroisoquinoline. A reaction vessel was charged with 3.0 g of this isoquinoline compound, 5 ml 10% sodium hydroxide and 50 ml methylene chloride. With this mixture stirred, 1 ml 2-chloropropionyl chloride was added dropwise to the mixture. The mixture was stirred for 10 minutes, then water was added. The organic extract was dried with magnesium sulfate, stripped of solvent and subjected to Kugelrohr distillation (170° C. @ 0.1 mm Hg) to provide 2.3 g of a viscous yellow oil product having the elemental analysis reported in Table I.

後処理

  1. stirringThe mixture was stirred for 10 minutes
  2. extractionThe organic extract
  3. dry with materialwas dried with magnesium sulfate
  4. distillationsubjected to Kugelrohr distillation (170° C. @ 0.1 mm Hg)

出典と根拠

ORDレコード
ord-8104b3380a254884baca8cfa441d0576
出典データセット
uspto-grants-1988_07
特許番号
US04755218

関連ノート

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