4-Methoxyphenylacetaldehyde → N-[(E)-p-methoxystyryl]-N-methyl-2-(cyclohexen-1-yl)ethylamine

HRID 1729454Notes

Reaction equation

HRID 1729454 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH:10]=O)=[CH:5][CH:4]=1.[CH3:12][NH:13][CH2:14][CH2:15][C:16]1[CH2:21][CH2:20][CH2:19][CH2:18][CH:17]=1>C1(C)C=CC=CC=1>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6](/[CH:9]=[CH:10]/[N:13]([CH2:14][CH2:15][C:16]2[CH2:21][CH2:20][CH2:19][CH2:18][CH:17]=2)[CH3:12])=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 797824-MethoxyphenylacetaldehydeHCID 18360934[2-(Cyclohex-1-en-1-yl)ethyl](methyl)amine

Product 1

HCID 19012968N-[(E)-p-methoxystyryl]-N-methyl-2-(cyclohexen-1-yl)ethylamineYield 95.3%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

The solution of p-methoxyphenylacetaldehyde in 200 ml of toluene, prepared according to Example la), is added under reflux within one hour to a mixture of 78 g (55.5 mmol) of N-methyl-2-(cyclohexen-1-yl)ethylamine in 20 ml of toluene. After 1 hour under reflux there is obtained N-[(E)-p-methoxystyryl]-N-methyl-2-(cyclohexen-1-yl)ethylamine (yield 95.3%) dissolved in toluene.

Workup

  1. additionis added
  2. temperatureAfter 1 hour under reflux there

Sources & evidence

ORD record
ord-64b5285d28e54bc781d505af73c64263
Source dataset
uspto-grants-1994_07
Patent number
US05332821

Reaction notes

Loading…