Dimethylmethylenammonium chloride → HCID 368476, compound

HRID 1964779Notes

Reaction equation

HRID 1964779 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:13]=[CH:14][C:15]=1[O:16][CH3:17])[CH:6]=[C:7]1[CH2:11][CH2:10][CH2:9][C:8]1=[O:12].[Cl-:18].[CH3:19][N+:20](=[CH2:22])[CH3:21]>C(#N)C>[ClH:18].[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:13]=[CH:14][C:15]=1[O:16][CH3:17])[CH:6]=[C:7]1[CH2:11][CH2:10][CH:9]([CH2:19][N:20]([CH3:22])[CH3:21])[C:8]1=[O:12]

Participants

4

Reactant 2

HCID 11051579Dimethylmethylenammonium chlorideHCID 67064881HCID 67064881, compound

Product 1

HCID 368476HCID 368476, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

0.03 mol of 2-(3,4-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 yield 2-(3,4-dimethoxybenzylidene)-5-(dimethylaminomethyl)cyclopentanone hydrochloride with a recovery of 69.8%.

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-6de51b9bd80e4bd29ac750d656b0cbaa
Source dataset
uspto-grants-2013_04
Patent number
US08415505B2

Reaction notes

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