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

HRID 1660696노트

반응식

HRID 1660696 반응식
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.O.C(=O)([O-])O.[Na+].[Cl:26][CH2:27][C:28](Cl)=[O:29]>COC(C)(C)C>[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:28](=[O:29])[CH2:27][Cl:26])[CH2:6]1

참가 물질

6

반응물 4

HCID 962WaterHCID 6577Chloroacetyl chloride2회HCID 516892Sodium Bicarbonate2회HCID 57464066(S)-(4-(3,4-Dichlorobenzyl)morpholin-2-yl)methanamine dihydrochloride

생성물 1

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

시약·촉매·용매 1

HCID 15413tert-Butyl methyl ether용매

실험 절차

(2S)-2-Aminomethyl-4-(3,4-dichlorobenzyl)morpholine dihydrochloride (120 g) was dissolved in tert-butyl methyl ether (450 ml), water (450 ml) was added and the mixture was cooled on an ice bath. Sodium hydrogen carbonate (95.56 g) was gradually added and, after the addition, chloroacetyl chloride (29 ml) was added dropwise over about 10 min while maintaining the inside temperature at 15° C. or below. After the completion of the dropwise addition, the mixture was stirred at room temperature for 1.5 hr. After 1.5 hr, sodium hydrogen carbonate (3 g) and chloroacetyl chloride (2.7 ml) were successively added to the reaction mixture at room temperature, and the mixture was further stirred for 1.5 hr. The reaction mixture was stood still and partitioned, and the organic layer was obtained as a solution of (2S)-N-{[4-(3,4-dichlorobenzyl)morpholin-2-yl]methyl}chloroacetamide in tert-butyl methyl ether.

후처리

  1. temperaturethe mixture was cooled on an ice bath
  2. additionwas added dropwise over about 10 min
  3. temperaturewhile maintaining the inside temperature at 15° C. or below
  4. additionAfter the completion of the dropwise addition
  5. waitAfter 1.5 hr
  6. stirringthe mixture was further stirred for 1.5 hr
  7. custompartitioned

출처 및 근거

ORD 기록
ord-bb2d5d2490484481b1dcf91886502af2
출처 데이터셋
uspto-grants-2011_10
특허 번호
US08030303B2

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