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1-Bromo-2-Chloroethane → 1-(2-Chloroethyl)-4-(3-chlorophenyl)piperazine

HRID 1835082
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HRID 1835082 반응식
Cl.[Cl:2][C:3]1[CH:4]=[C:5]([N:9]2[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]2)[CH:6]=[CH:7][CH:8]=1.[OH-].[Na+].Br[CH2:18][CH2:19][Cl:20]>CS(C)=O>[Cl:20][CH2:19][CH2:18][N:12]1[CH2:13][CH2:14][N:9]([C:5]2[CH:6]=[CH:7][CH:8]=[C:3]([Cl:2])[CH:4]=2)[CH2:10][CH2:11]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 78491-Bromo-2-ChloroethaneHCID 14798Sodium HydroxideHCID 256811-(3-Chlorophenyl)piperazine monohydrochloride

생성물 1

HCID 100154081-(2-Chloroethyl)-4-(3-chlorophenyl)piperazine수율 59.6%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

실험 절차

A mixture of (3-chloro-phenyl)-piperazine hydrochloride (51.5 mmol) and powdered sodium hydroxide (103 mmol) in DMSO (75 mL) was treated with 2-bromo-1-chloroethane (77.2 mmol) and stirred at ambient temperature for 4 h. The reaction was poured into ice cold water (200 mL) and stirred for 0.5 h. A solid mass formed and was separated by decanting the water. The aqueous layer was extracted with dichloromethane (100 mL). The solid mass was dissolved with dichloromethane (100 mL) and the combined organics were dried with sodium sulfate, filtered and the solvent removed under vacuum. Flash chromatography (chloroform:acetone 50:1 to 20:1) yielded an oil (7.95 g) as the titled compound.

후처리

  1. stirringstirred for 0.5 h
  2. customA solid mass formed
  3. customwas separated
  4. customby decanting the water
  5. extractionThe aqueous layer was extracted with dichloromethane (100 mL)
  6. dissolutionThe solid mass was dissolved with dichloromethane (100 mL)
  7. dry with materialthe combined organics were dried with sodium sulfate
  8. filtrationfiltered
  9. customthe solvent removed under vacuum

출처 및 근거

ORD 기록
ord-4ebb85a8e21b49908b44bbb6e47b5bb2
출처 데이터셋
uspto-grants-2004_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06770638B2

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