N,N-Dimethylbenzylamine → Benzenemethanaminium, N,N-dimethyl-N-2-propenyl-, chloride

HRID 437033Notes

Reaction equation

HRID 437033 reaction equation
[CH3:1][N:2]([CH3:10])[CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[CH2:11]([Cl:14])[CH:12]=[CH2:13]>C(OCC)(=O)C>[Cl-:14].[CH2:11]([N+:2]([CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)([CH3:10])[CH3:1])[CH:12]=[CH2:13]

Participants

4

Reactant 2

HCID 7681N,N-DimethylbenzylamineHCID 7850Allyl chloride

Product 1

HCID 11287299Benzenemethanaminium, N,N-dimethyl-N-2-propenyl-, chloride

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

27 grams of dimethylbenzyl amine was added to 15.4 grams of allyl chloride in 42.4 grams of ethyl acetate. The reaction was endothermic, with a crystalline product forming within 5 minutes. After 7 days standing at 25° C., the white solid was filtered, washed, and dried. The chloride content of the quaternary halide was 95.5% of theoretical.

Workup

  1. customforming within 5 minutes
  2. filtrationthe white solid was filtered
  3. washwashed
  4. customdried

Sources & evidence

ORD record
ord-1cf8b5c5ceb74091957020993cdcbd2d
Source dataset
uspto-grants-1977_06
Patent number
US04029658

Reaction notes

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