2-Phenylmethylenecyclopentanone → HCID 67064868, compound

HRID 1964762Notes

Reaction equation

HRID 1964762 reaction equation
[CH:1](=[C:8]1[CH2:12][CH2:11][CH2:10][C:9]1=[O:13])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cl-:14].[CH3:15][N+:16](=[CH2:18])[CH3:17]>C(#N)C>[ClH:14].[CH:1](=[C:8]1[CH2:12][CH2:11][CH:10]([CH2:15][N:16]([CH3:18])[CH3:17])[C:9]1=[O:13])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 2668132-PhenylmethylenecyclopentanoneHCID 11051579Dimethylmethylenammonium chloride

Product 1

HCID 67064868HCID 67064868, compoundYield 76.2%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

5.2 g (0.03 mol) of 2-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, then suction filtered and dried, and recrystallized in acetonitrile/chloroform to give 2-benzylidene-5-dimethylaminomethyl cyclopentanone hydrochloride with a yield of 76.2%.

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-ca5870ce655b4cb7adf22138da52e612
Source dataset
uspto-grants-2013_04
Patent number
US08415505B2

Reaction notes

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