Water → (S)-[1-(4-chlorophenyl)-ethyl]-[1-(4-chlorophenyl)-ethylidene]-amine

HRID 1003757

反応式

HRID 1003757 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C@@H:8]([NH2:10])[CH3:9])=[CH:4][CH:3]=1.[CH3:11][C:12]([C:14]1[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][CH:15]=1)=O.O>C1(C)C=CC=CC=1.CCCCO.CCCCO.CCCCO.CCCCO.[Ti]>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C@@H:8]([N:10]=[C:12]([C:14]2[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][CH:15]=2)[CH3:11])[CH3:9])=[CH:4][CH:3]=1

参加物

6

反応物 3

HCID 962WaterHCID 7467P-ChloroacetophenoneHCID 1550852(S)-(-)-1-(4-chlorophenyl)ethylamine

生成物 1

HCID 10946249(S)-[1-(4-chlorophenyl)-ethyl]-[1-(4-chlorophenyl)-ethylidene]-amine収率 91%

試薬・触媒・溶媒 2

HCID 521701Tetrabutoxytitanium触媒HCID 1140Toluene溶媒

実験手順

8 g of tetrabutyl ortho-titanate are added to a solution of 116 g (0.72 mol) of (S)-1-(4-chlorophenyl)-ethylamine (65% ee) and 114.5 g (0.727 mol) of 4-chloroacetophenone in 500 ml of toluene at room temperature with stirring, and the mixture is then refluxed for 6 hours at the water separator. The reaction mixture is filtered, and the filtrate is evaporated under reduced pressure to give 191.3 g (91% of theory) of (S)-[1-(4-chlorophenyl)-ethyl]-[1-(4-chlorophenyl)-ethylidene]-amine.

後処理

  1. filtrationThe reaction mixture is filtered
  2. customthe filtrate is evaporated under reduced pressure

出典と根拠

ORDレコード
ord-ad7a541d7b7e4777a3bfef5cf374239e
出典データセット
uspto-grants-2000_04
特許番号
US06046351

関連ノート

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