1-Chloro-4-(chloromethyl)benzene → HCID 21560815, compound

HRID 1580999Notes

Reaction equation

HRID 1580999 reaction equation
[CH2:1]([N:3]([CH2:6][CH2:7][N:8]1[CH2:13][CH2:12][NH:11][CH:10]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:9]1=[O:20])[CH2:4][CH3:5])[CH3:2].[Cl:21][C:22]1[CH:29]=[CH:28][C:25]([CH2:26]Cl)=[CH:24][CH:23]=1.C(N(CC)CC)C>C1(C)C=CC=CC=1>[Cl:21][C:22]1[CH:29]=[CH:28][C:25]([CH2:26][N:11]2[CH2:12][CH2:13][N:8]([CH2:7][CH2:6][N:3]([CH2:4][CH3:5])[CH2:1][CH3:2])[C:9](=[O:20])[CH:10]2[C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=2)=[CH:24][CH:23]=1

Participants

5

Reactant 3

HCID 77231-Chloro-4-(chloromethyl)benzeneHCID 8471TriethylamineHCID 54164389HCID 54164389, compound

Product 1

HCID 21560815HCID 21560815, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

80 g. of 1-(diethylamino ethyl)-2-keto-3-phenyl piperazine containing the above mentioned isomer are boiled under reflux with 54 g. of p-chloro benzylchloride, 101 g. of triethylamine, and 300 cc. of toluene for 5 hours. The precipitated triethyl ammonium chloride is removed from the reaction solution by extraction with water while still warm. The separated toluene layer is freed of the solvent, the residue is dissolved in benzene, and insoluble matter is filtered off.

Workup

  1. temperatureunder reflux with 54 g
  2. customThe precipitated triethyl ammonium chloride is removed from the reaction solution by extraction with water
  3. temperaturewhile still warm
  4. dissolutionthe residue is dissolved in benzene
  5. filtrationinsoluble matter is filtered off

Sources & evidence

ORD record
ord-8d2d71fed5ac43e3b16e427f2a4e0507
Source dataset
uspto-grants-1976_01
Patent number
US03935214

Reaction notes

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