2-Chloroethanol → HCID 19839331, compound

HRID 1639470Notes

Reaction equation

HRID 1639470 reaction equation
[CH2:1]([N:9]([CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])[CH3:10])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].[Cl:19][CH2:20][CH2:21][OH:22]>CC(CC)=O>[Cl-:19].[CH2:11]([N+:9]([CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8])([CH3:10])[CH2:20][CH2:21][OH:22])[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18]

Participants

4

Reactant 2

HCID 342-ChloroethanolHCID 78202N-Methyldioctylamine

Product 1

HCID 19839331HCID 19839331, compound

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent2×

Procedure

Initially a hydroxyethyl quat was made by reacting 100 grams of dioctyl methyl amine with 42 mLs of 2-chloroethanol in 200 grams of methylethyl ketone solvent at reflux for 5 hours to obtain a methylethyl ketone solution of dioctyl methyl hydroxyethyl ammonium chloride. To this was added dropwise, 59.04 grams of glutaryl dichloride over a 1 hour period while sparging the mixture with nitrogen. This was held at reflux (90° C.) for 30 minutes to give a brown solution of di(dioctyl methyl ammonium ethyl)glutarate dichloride which could be recovered by evaporation of the methylethyl ketone under vacuum.

Workup

  1. temperatureat reflux for 5 hours

Sources & evidence

ORD record
ord-da071a234eff4381854ac0080bb84716
Source dataset
uspto-grants-1989_11
Patent number
US04883917

Reaction notes

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