Tributylamine → 4-(Chloromethyl)benzyltri-n-butylammonium chloride

HRID 2399649Notes

Reaction equation

HRID 2399649 reaction equation
[CH2:1]([N:5]([CH2:10][CH2:11][CH2:12][CH3:13])[CH2:6][CH2:7][CH2:8][CH3:9])[CH2:2][CH2:3][CH3:4].[Cl:14][CH2:15][C:16]1[CH:21]=[CH:20][C:19]([CH2:22][Cl:23])=[CH:18][CH:17]=1>CO>[Cl-:14].[Cl:23][CH2:22][C:19]1[CH:20]=[CH:21][C:16]([CH2:15][N+:5]([CH2:6][CH2:7][CH2:8][CH3:9])([CH2:10][CH2:11][CH2:12][CH3:13])[CH2:1][CH2:2][CH2:3][CH3:4])=[CH:17][CH:18]=1

Participants

4

Reactant 2

HCID 7622TributylamineHCID 12171alpha,alpha'-Dichloro-p-xylene

Product 1

HCID 867489774-(Chloromethyl)benzyltri-n-butylammonium chloride

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of tri-n-butylamine (6 g, 32.2 mmol) and α,α'-dichloro-p-xylene (8.0 g, 46.0 mmol) in methanol (50 mL) was refluxed for 15 h after which time TLC examination showed completion of the reaction. Methanol was removed under reduced pressure to give an oily residue. The colorless oil was washed several times with toluene and hexane and then dried. The product obtained was used without further purification.

Workup

  1. temperaturewas refluxed for 15 h after which time TLC examination
  2. customcompletion of the reaction
  3. customMethanol was removed under reduced pressure
  4. customto give an oily residue
  5. washThe colorless oil was washed several times with toluene and hexane
  6. customdried
  7. customThe product obtained
  8. customwas used without further purification

Sources & evidence

ORD record
ord-1b9771ddcf874322a5b72b8cbda070f0
Source dataset
uspto-grants-1995_09
Patent number
US05451347

Reaction notes

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