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

HRID 572995

反応式

HRID 572995 の反応式
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

参加物

6

反応物 4

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

生成物 1

HCID 667358141-(2-Chloro-4-nitrobenzyl)-4-methylpiperazine収率 86.6%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-6437dee56f534ba69acbb49c8b5920b1
出典データセット
uspto-grants-2015_05
特許番号
US09029533B2

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