4-Butoxyphenylacetonitrile → 2-(p-Butoxyphenyl)-3-(p-heptylphenyl)-acrylonitrile

HRID 372142Notes

Reaction equation

HRID 372142 reaction equation
[CH2:1]([O:5][C:6]1[CH:11]=[CH:10][C:9]([CH2:12][C:13]#[N:14])=[CH:8][CH:7]=1)[CH2:2][CH2:3][CH3:4].[CH2:15]([C:22]1[CH:29]=[CH:28][C:25]([CH:26]=O)=[CH:24][CH:23]=1)[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21].O.C([N+](C)(C)C)C1C=CC=CC=1>CO.O>[CH2:1]([O:5][C:6]1[CH:7]=[CH:8][C:9]([C:12](=[CH:26][C:25]2[CH:28]=[CH:29][C:22]([CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])=[CH:23][CH:24]=2)[C:13]#[N:14])=[CH:10][CH:11]=1)[CH2:2][CH2:3][CH3:4]

Participants

6

Reactant 3

HCID 1423144-ButoxyphenylacetonitrileHCID 109216344-HeptylbenzaldehydeHCID 20327967Benzyltrimethylammoniumhydrate

Product 1

HCID 545628662-(p-Butoxyphenyl)-3-(p-heptylphenyl)-acrylonitrile

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Conditions

Temperature
70 °C

Procedure

9.4 g of p-butoxyphenylacetonitrile and 10.2 g of p-heptylbenzaldehyde are dissolved in 30 ml of methanol. 5 ml of a 40% solution of benzyltrimethylammoniumhydrate in water are added to the solution. The whole is heated at 70° C for 30 minutes and then cooled. The precipitate is sucked off and recrystallized from successively methanol and petroleum ether (60 : 80). Melting point of the resulting compound is 34.5°-35.5.° C.

Workup

  1. temperaturecooled
  2. customrecrystallized from successively methanol and petroleum ether (60 : 80)
  3. customis 34.5°

Sources & evidence

ORD record
ord-d440c4232fd1446685f1bf2e9ad7f2d5
Source dataset
uspto-grants-1978_05
Patent number
US04089588

Reaction notes

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