Dimethylmethylenammonium chloride → HCID 67064671, compound

HRID 1964785Notes

Reaction equation

HRID 1964785 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:13]=[C:14]([O:18][CH3:19])[C:15]=1[O:16][CH3:17])[CH:6]=[C:7]1[CH2:11][CH2:10][CH2:9][C:8]1=[O:12].[Cl-:20].[CH3:21][N+:22](=[CH2:24])[CH3:23]>C(#N)C>[ClH:20].[CH3:19][O:18][C:14]1[CH:13]=[C:5]([CH:4]=[C:3]([O:2][CH3:1])[C:15]=1[O:16][CH3:17])[CH:6]=[C:7]1[CH2:11][CH2:10][CH:9]([CH2:21][N:22]([CH3:24])[CH3:23])[C:8]1=[O:12]

Participants

4

Reactant 2

HCID 11051579Dimethylmethylenammonium chlorideHCID 67064754HCID 67064754, compound

Product 1

HCID 67064671HCID 67064671, compoundYield 63.9%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

0.03 mol of 2-(3,4,5-trimethoxybenzylidene)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 yield 2-(3,4,5-trimethoxy-benzylidene)-5-dimethylaminomethyl-cyclopentanone hydrochloride with a yield of 63.9%.

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-df9a780c71384959aa88e1513f138ac3
Source dataset
uspto-grants-2013_04
Patent number
US08415505B2

Reaction notes

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