Triethylamine → 1-(2-Chloro-4-nitrobenzyl)-4-methylpiperazine

HRID 572995노트

반응식

HRID 572995 반응식
Br[CH2:2][C:3]1[CH:8]=[CH:7][C:6]([N+:9]([O-:11])=[O:10])=[CH:5][C:4]=1[Cl:12].CCN(CC)CC.[CH3:20][N:21]1[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]1.C([O-])(O)=O.[Na+]>C(Cl)Cl>[Cl:12][C:4]1[CH:5]=[C:6]([N+:9]([O-:11])=[O:10])[CH:7]=[CH:8][C:3]=1[CH2:2][N:24]1[CH2:25][CH2:26][N:21]([CH3:20])[CH2:22][CH2:23]1

참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 531671-MethylpiperazineHCID 516892Sodium BicarbonateHCID 30163681-(Bromomethyl)-2-chloro-4-nitrobenzene

생성물 1

HCID 667358141-(2-Chloro-4-nitrobenzyl)-4-methylpiperazine수율 86.6%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of crude 1-(bromomethyl)-2-chloro-4-nitro-benzene (29.1 mmol; 50% pure) in 30 mL of DCM was added Et3N (4.2 mL, 30 mmol) and 1-methylpiperazine (3.4 mL, 30 mmol). After stirring for 3 h at ambient temperature, aq. NaHCO3 was added and the mixture was extracted with DCM. The combined organic layer was dried over Na2SO4, filtered, concentrated, and the resulting residue was purified by silica gel chromatography (eluted with 5% MeOH/DCM) to provide 6.80 g of product as a dark yellow oil.

후처리

  1. extractionthe mixture was extracted with DCM
  2. dry with materialThe combined organic layer was dried over Na2SO4
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customthe resulting residue was purified by silica gel chromatography (eluted with 5% MeOH/DCM)

출처 및 근거

ORD 기록
ord-6437dee56f534ba69acbb49c8b5920b1
출처 데이터셋
uspto-grants-2015_05
특허 번호
US09029533B2

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