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Water → 2-(2-Chloro-4-nitrophenyl)-N-(3-chlorobenzyl)ethanamine

HRID 1019741
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HRID 1019741 반응식
Br[CH2:2][CH2:3][C:4]1[CH:9]=[CH:8][C:7]([N+:10]([O-:12])=[O:11])=[CH:6][C:5]=1[Cl:13].[Cl:14][C:15]1[CH:16]=[C:17]([CH:20]=[CH:21][CH:22]=1)[CH2:18][NH2:19].O>CS(C)=O>[Cl:13][C:5]1[CH:6]=[C:7]([N+:10]([O-:12])=[O:11])[CH:8]=[CH:9][C:4]=1[CH2:3][CH2:2][NH:19][CH2:18][C:17]1[CH:20]=[CH:21][CH:22]=[C:15]([Cl:14])[CH:16]=1
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참가 물질

5

반응물 3

HCID 962WaterHCID 77802Benzenemethanamine, 3-chloro-HCID 183167611-(2-Bromoethyl)-2-chloro-4-nitrobenzene

생성물 1

HCID 674691702-(2-Chloro-4-nitrophenyl)-N-(3-chlorobenzyl)ethanamine수율 71.9%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

실험 절차

To a solution of 1-(2-bromoethyl)-2-chloro-4-nitrobenzene (0.6 g, 1.84 mmol) in DMSO (20 mL), 3-chlorobenzylamine (1.21 g, 4.61 mmol) was added at room temperature. The reaction mixture was stirred for 3 hours at room temperature. After the completion of reaction, water (80 mL) was added and reaction mass was extracted with EtOAc (2×50 mL). The combined organic extracts were washed with water (50 mL), brine (50 mL) and the solvents removed under reduced pressure. The product was purified by column chromatography on neutral silica gel using 5-15% EtOAc in hexane to give the title compound (0.43 g, 55%) as a solid.

후처리

  1. additionwas added
  2. customreaction mass
  3. extractionwas extracted with EtOAc (2×50 mL)
  4. washThe combined organic extracts were washed with water (50 mL), brine (50 mL)
  5. customthe solvents removed under reduced pressure
  6. customThe product was purified by column chromatography on neutral silica gel using 5-15% EtOAc in hexane

출처 및 근거

ORD 기록
ord-dde30032e37c4ad3aa1f5db724f1f0ce
출처 데이터셋
uspto-grants-2014_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08716287B2

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