Dimethylmethylenammonium chloride → HCID 67064694, compound

HRID 1964776Notes

Reaction equation

HRID 1964776 reaction equation
[CH3:1][O:2][C:3]1[CH:15]=[C:14]([O:16][CH3:17])[CH:13]=[CH:12][C:4]=1[CH:5]=[C:6]1[CH2:10][CH2:9][CH2:8][C:7]1=[O:11].[Cl-:18].[CH3:19][N+:20](=[CH2:22])[CH3:21]>C(#N)C>[ClH:18].[CH3:1][O:2][C:3]1[CH:15]=[C:14]([O:16][CH3:17])[CH:13]=[CH:12][C:4]=1[CH:5]=[C:6]1[CH2:10][CH2:9][CH:8]([CH2:19][N:20]([CH3:22])[CH3:21])[C:7]1=[O:11]

Participants

4

Reactant 2

HCID 11051579Dimethylmethylenammonium chlorideHCID 67064530HCID 67064530, compound

Product 1

HCID 67064694HCID 67064694, compoundYield 73.3%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

0.03 mol of 2-(2,4-dimethoxybenzylidene)cyclopentanone was dissolved in 30 mL anhydrous acetonitrile, treated with 8.4 g (0.09 mol) of N,N-dimethyl-methylene ammonium chloride under refluxing, refluxed for 12 h to yield a solid product which was then suction filtered, dried and recrystallized in acetonitrile/chloroform to give 2-(2,4-dimethoxybenzylidene)-5-dimethylaminomethyl-cyclopentanone hydrochloride with a yield of 73.3%.

Workup

  1. temperatureunder refluxing
  2. temperaturerefluxed for 12 h
  3. customto yield a solid product which
  4. filtrationsuction filtered
  5. customdried
  6. customrecrystallized in acetonitrile/chloroform

Sources & evidence

ORD record
ord-1cb8853727ad42d6b6623dcb6d985bb0
Source dataset
uspto-grants-2013_04
Patent number
US08415505B2

Reaction notes

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