Acrylonitrile → 2-[N-Methyl-N-(2-cyano-ethyl)-amino]-7-methoxy-1,2,3,4-tetrahydronaphthalene

HRID 1380867Notes

Reaction equation

HRID 1380867 reaction equation
[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([CH2:7][CH2:8][CH:9]([NH:13][CH3:14])[CH2:10]2)=[CH:5][CH:4]=1.[C:15](#[N:18])[CH:16]=[CH2:17]>CO>[CH3:14][N:13]([CH:9]1[CH2:8][CH2:7][C:6]2[C:11](=[CH:12][C:3]([O:2][CH3:1])=[CH:4][CH:5]=2)[CH2:10]1)[CH2:17][CH2:16][C:15]#[N:18]

Participants

4

Reactant 2

HCID 7855AcrylonitrileHCID 13579646HCID 13579646, compound

Product 1

HCID 233245732-[N-Methyl-N-(2-cyano-ethyl)-amino]-7-methoxy-1,2,3,4-tetrahydronaphthalene

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

First, 7-methoxy-2-methylamino-1,2,3,4-tetrahydronaphthalene (5.76 g, 0.0253 mol) is dissolved in methanol (100 ml) with stirring. Acrylonitrile (2.07 ml, 0.0316 mol) is added and the mixture is heated for 3 hours to 50°-55° C. Then the solvent is distilled off. Yield: 6.2 g. Rf value: 0.75 (alumina, eluant: methylene chloride).

Workup

  1. temperaturethe mixture is heated for 3 hours to 50°-55° C
  2. distillationThen the solvent is distilled off

Sources & evidence

ORD record
ord-766d803d99c5448bb2876a1df26fae21
Source dataset
uspto-grants-1986_04
Patent number
US04584293

Reaction notes

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