HCID 14479498, compound → 1,4-Dibenzyl-2-(chloromethyl)piperazine

HRID 1089212Notes

Reaction equation

HRID 1089212 reaction equation
[ClH:1].Cl.O[CH2:4][CH:5]1[CH2:10][N:9]([CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH2:8][CH2:7][N:6]1[CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>S(Cl)(Cl)=O>[Cl:1][CH2:4][CH:5]1[CH2:10][N:9]([CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH2:8][CH2:7][N:6]1[CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Participants

3

Reactant 1

HCID 14479498HCID 14479498, compound

Product 1

HCID 106631191,4-Dibenzyl-2-(chloromethyl)piperazineYield 99.4%

Reagents, catalysts & solvents 1

HCID 24386Thionyl ChlorideSolvent

Procedure

A suspension of 23 g (62.3 mmol) of 2-hydroxymethyl-1,4-diphenylmethyl piperazine, dihydrochloride in 79 ml thionyl chloride was heated 4 hours under reflux. The solution was cooled and excess thionyl chloride was evaporated under reduced pressure. The residue was crystalized in ethanol, dried with acetone to yield 19.5 g of title compound dihydrochloride M.P. 234° C. dec.

Workup

  1. temperaturewas heated 4 hours
  2. temperatureunder reflux
  3. temperatureThe solution was cooled
  4. customexcess thionyl chloride was evaporated under reduced pressure
  5. customThe residue was crystalized in ethanol
  6. dry with materialdried with acetone

Sources & evidence

ORD record
ord-6a772d24133340b685da8e26817a0653
Source dataset
uspto-grants-1990_10
Patent number
US04965273

Reaction notes

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