Dimethylmethylenammonium chloride → HCID 67064781, compound

HRID 1964783Notes

Reaction equation

HRID 1964783 reaction equation
[C:1]([C:5]1[CH:6]=[C:7]([CH:15]=[C:16]([C:18]([CH3:21])([CH3:20])[CH3:19])[CH:17]=1)[CH:8]=[C:9]1[CH2:13][CH2:12][CH2:11][C:10]1=[O:14])([CH3:4])([CH3:3])[CH3:2].[Cl-:22].[CH3:23][N+:24](=[CH2:26])[CH3:25]>C(#N)C>[ClH:22].[C:1]([C:5]1[CH:6]=[C:7]([CH:15]=[C:16]([C:18]([CH3:21])([CH3:20])[CH3:19])[CH:17]=1)[CH:8]=[C:9]1[CH2:13][CH2:12][CH:11]([CH2:23][N:24]([CH3:26])[CH3:25])[C:10]1=[O:14])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 11051579Dimethylmethylenammonium chlorideHCID 67064964HCID 67064964, compound

Product 1

HCID 67064781HCID 67064781, compoundYield 87.3%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

0.03 mol of 2-(3,5-di(t-butyl)-benzylidene)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-(3,5-di(t-butyl)-benzylidene)-5-dimethylaminomethyl-cyclopentanone hydrochloride with a yield of 87.3%.

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-6ddbefb93f4c4b73a1a4444c8152ee85
Source dataset
uspto-grants-2013_04
Patent number
US08415505B2

Reaction notes

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