Dimethylmethylenammonium chloride → HCID 67064581, compound

HRID 1964773Notes

Reaction equation

HRID 1964773 reaction equation
[OH: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][C:3]=1[O:15][CH3:16].[Cl-:17].[CH3:18][N+:19](=[CH2:21])[CH3:20]>C(#N)C>[ClH:17].[OH:1][C:2]1[CH:14]=[CH:13][C:5]([CH:6]=[C:7]2[CH2:11][CH2:10][CH:9]([CH2:18][N:19]([CH3:21])[CH3:20])[C:8]2=[O:12])=[CH:4][C:3]=1[O:15][CH3:16]

Participants

4

Reactant 2

HCID 11051579Dimethylmethylenammonium chlorideHCID 667487902-[(4-Hydroxy-3-methoxyphenyl)methylidene]cyclopentan-1-one

Product 1

HCID 67064581HCID 67064581, compoundYield 91.1%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

0.03 mol of 2-(4-hydroxy-3-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-(4-hydroxy-3-methoxybenzylidene)-5-dimethylaminomethyl-cyclopentanone hydrochloride with a yield of 91.1%.

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-e3e69e64941c4fdabf56f86ecd4c452c
Source dataset
uspto-grants-2013_04
Patent number
US08415505B2

Reaction notes

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