Dimethylmethylenammonium chloride → HCID 67064744, compound

HRID 1964764Notes

Reaction equation

HRID 1964764 reaction equation
[CH3:1][C:2]1[CH:14]=[CH:13][C:5]([CH:6]=[C:7]2[CH2:11][CH2:10][CH2:9][C:8]2=[O:12])=[CH:4][CH:3]=1.[Cl-:15].[CH3:16][N+:17](=[CH2:19])[CH3:18]>C(#N)C>[ClH:15].[CH3:1][C:2]1[CH:14]=[CH:13][C:5]([CH:6]=[C:7]2[CH2:11][CH2:10][CH:9]([CH2:16][N:17]([CH3:19])[CH3:18])[C:8]2=[O:12])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 11051579Dimethylmethylenammonium chlorideHCID 67064430HCID 67064430, compound

Product 1

HCID 67064744HCID 67064744, compoundYield 75.2%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

5.6 g (0.03 mol) of 2-(4-methylbenzylidene)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, then suction filtered and dried, and recrystallized in acetonitrile/chloroform to yield 2-(4-methylbenzylidene)-5-dimethylaminomethyl-cyclopentanone hydrochloride with a yield of 75.2%.

Workup

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

Sources & evidence

ORD record
ord-faf901f6763a47dd8e7addd22105fa95
Source dataset
uspto-grants-2013_04
Patent number
US08415505B2

Reaction notes

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