Dimethylmethylenammonium chloride → HCID 67064696, compound

HRID 1964771Notes

Reaction equation

HRID 1964771 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([CH:12]=[CH:13][C:14]=1[O:15][CH3:16])[CH:5]=[C:6]1[CH2:10][CH2:9][CH2:8][C:7]1=[O:11].[Cl-:17].[CH3:18][N+:19](=[CH2:21])[CH3:20]>C(#N)C>[ClH:17].[OH:1][C:2]1[CH:3]=[C:4]([CH:12]=[CH:13][C:14]=1[O:15][CH3:16])[CH:5]=[C:6]1[CH2:10][CH2:9][CH:8]([CH2:18][N:19]([CH3:21])[CH3:20])[C:7]1=[O:11]

Participants

4

Reactant 2

HCID 11051579Dimethylmethylenammonium chlorideHCID 67064753HCID 67064753, compound

Product 1

HCID 67064696HCID 67064696, compoundYield 93.5%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

0.03 mol of 2-(3-hydroxy-4-methoxybenzylidene)cyclopentanone was dissolved in 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 suction filtered, dried and recrystallized in acetonitrile/chloroform to yield 2-(3-hydroxy-4-methoxybenzylidene)-5-dimethylaminomethyl cyclopentanone hydrochloride with a yield of 93.5%.

Workup

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

Sources & evidence

ORD record
ord-b799b1eb2cd3413789c7fdebad541b4d
Source dataset
uspto-grants-2013_04
Patent number
US08415505B2

Reaction notes

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