Benzyl Chloride → N-(4-Methylvaleryloxyethyl)-N,N-dimethylbenzylammonium chloride

HRID 1195423Notes

Reaction equation

HRID 1195423 reaction equation
[CH3:1][CH:2]([CH3:13])[CH2:3][CH2:4][C:5]([O:7][CH2:8][CH2:9][N:10]([CH3:12])[CH3:11])=[O:6].[CH2:14]([Cl:21])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>C(#N)C>[Cl-:21].[CH3:1][CH:2]([CH3:13])[CH2:3][CH2:4][C:5]([O:7][CH2:8][CH2:9][N+:10]([CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)([CH3:12])[CH3:11])=[O:6]

Participants

4

Reactant 2

HCID 7503Benzyl ChlorideHCID 197743132-(N,N-Dimethylamino)ethyl 4-methylvalerate

Product 1

HCID 86745753N-(4-Methylvaleryloxyethyl)-N,N-dimethylbenzylammonium chloride

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A solution of 46.83 g (0.25 mol) of 2-(N,N-dimethylamino)ethyl-4-methylvalerate (prepared as described in Example 1) and 31.65 g (0.25 mol) of benzyl chloride in 250 ml of acetonitrile was heated at reflux for 1.25 hours. The reaction mixture was then concentrated to a viscous oil and used in the ion exchange step with no further purification.

Workup

  1. temperatureat reflux for 1.25 hours
  2. concentrationThe reaction mixture was then concentrated to a viscous oil
  3. customused in the ion exchange step with no further purification

Sources & evidence

ORD record
ord-01ca5177586d435fbae22024a501dfb9
Source dataset
uspto-grants-1992_05
Patent number
US05110977

Reaction notes

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