Chloroacetyl chloride → (2S)-N-{[4-(3,4-dichlorobenzyl)morpholin-2-yl]methyl}chloroacetamide

HRID 545103ノート

反応式

HRID 545103 の反応式
Cl.Cl.[NH2:3][CH2:4][C@@H:5]1[O:10][CH2:9][CH2:8][N:7]([CH2:11][C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[C:14]([Cl:19])[CH:13]=2)[CH2:6]1.C(=O)([O-])O.[Na+].[Cl:25][CH2:26][C:27](Cl)=[O:28]>C(Cl)(Cl)Cl>[Cl:19][C:14]1[CH:13]=[C:12]([CH:17]=[CH:16][C:15]=1[Cl:18])[CH2:11][N:7]1[CH2:8][CH2:9][O:10][C@@H:5]([CH2:4][NH:3][C:27](=[O:28])[CH2:26][Cl:25])[CH2:6]1

参加物

5

反応物 3

HCID 6577Chloroacetyl chlorideHCID 516892Sodium BicarbonateHCID 57464066(S)-(4-(3,4-Dichlorobenzyl)morpholin-2-yl)methanamine dihydrochloride

生成物 1

HCID 57686783(2S)-N-{[4-(3,4-dichlorobenzyl)morpholin-2-yl]methyl}chloroacetamide

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

(2S)-2-Aminomethyl-4-(3,4-dichlorobenzyl)morpholine dihydrochloride (30.5 g) was added to chloroform (400 mL) and saturated aqueous sodium hydrogen carbonate solution (400 mL). After dropwise addition of chloroacetyl chloride (7.7 mL) under ice-cooling, and the mixture was stirred at room temperature for 3 hrs. After completion of the reaction, the mixture was extracted with chloroform. The extract was washed with saturated brine, dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure to give the title compound (31.6 g) as a colorless oil.

後処理

  1. temperaturecooling
  2. customAfter completion of the reaction
  3. extractionthe mixture was extracted with chloroform
  4. washThe extract was washed with saturated brine
  5. dry with materialdried over anhydrous sodium sulfate
  6. customthe solvent was evaporated under reduced pressure

出典と根拠

ORDレコード
ord-bd704917961b4d369760bc3b96598b7e
出典データセット
uspto-grants-2011_05
特許番号
US07935700B2

反応ノート

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