Cyclohexylamine → 58343-42-3

HRID 1647022Notes

Reaction equation

HRID 1647022 reaction equation
[CH:1]1[C:6]([CH:7]=O)=[CH:5][C:4]2[O:9][CH2:10][O:11][C:3]=2[CH:2]=1.[CH:12]1([NH2:18])[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1>C1C=CC=CC=1>[CH2:10]1[O:11][C:3]2[CH:2]=[CH:1][C:6]([CH:7]=[N:18][CH:12]3[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]3)=[CH:5][C:4]=2[O:9]1

Participants

4

Reactant 2

HCID 7965CyclohexylamineHCID 8438Piperonal

Product 1

HCID 465501658343-42-3Yield 77.6%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

Piperonal (500 g) and cyclohexylamine (330 g) are dissolved in benzene, and the mixture is refluxed for about 3 hours while dehydrating with Diene Schtark device. The solvent is distilled off from the reaction mixture, and the residue is recrystallized from a mixture of isopropyl ether and hexane to give N-(3,4-methylenedioxybenzylidene)-N-cyclohexylamine (597 g).

Workup

  1. temperaturethe mixture is refluxed for about 3 hours
  2. distillationThe solvent is distilled off from the reaction mixture
  3. customthe residue is recrystallized from a mixture of isopropyl ether and hexane

Sources & evidence

ORD record
ord-d6c312a367814e7dac5091cd990f70a5
Source dataset
uspto-grants-1993_01
Patent number
US05182404

Reaction notes

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