Sodium Hydroxide → 1-[3-(4-tert-Butylphenyl)-2-methylpropyl]-4-methylpiperazine

HRID 745485

Reaction equation

HRID 745485 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([CH2:11][CH:12]([CH3:15])[CH2:13]Cl)=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[CH3:16][N:17]1[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]1.[OH-].[Na+]>CCOCC>[CH3:16][N:17]1[CH2:22][CH2:21][N:20]([CH2:13][CH:12]([CH3:15])[CH2:11][C:8]2[CH:9]=[CH:10][C:5]([C:1]([CH3:4])([CH3:3])[CH3:2])=[CH:6][CH:7]=2)[CH2:19][CH2:18]1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 531671-MethylpiperazineHCID 132518171-tert-Butyl-4-(3-chloro-2-methylpropyl)benzene

Product 1

HCID 132519811-[3-(4-tert-Butylphenyl)-2-methylpropyl]-4-methylpiperazineYield 93.6%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

533 g of 3-(4-tert.butylphenyl)-2-methylpropyl chloride and 714 g of 4-methylpiperazine were stirred for 7 hours at 140° C. and then cooled to +10° C. in an ice bath, and 400 ml of 50% strength sodium hyroxide solution were added slowly, followed by the addition of 500 ml of ether. The organic phase was separated off, dried over sodium hydroxide and distilled to give 640 g of 1-methyl-4-[3-(4-tert.-butylphenyl)-2-methylpropyl]-piperazine of boiling point 135°-140° C./0.3 mbar.

Workup

  1. temperaturecooled to +10° C. in an ice bath
  2. customThe organic phase was separated off
  3. dry with materialdried over sodium hydroxide
  4. distillationdistilled

Sources & evidence

ORD record
ord-8bdee9547f6c4f59aa42d2195697c970
Source dataset
uspto-grants-1986_07
Patent number
US04599335

Linked notes

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