4-Methoxystyrene → HCID 19861948, compound

HRID 1165512Notes

Reaction equation

HRID 1165512 reaction equation
[CH3:1][O:2][C:3]1[CH:12]=[CH:11][C:6]2[CH:7]([C:9]#[N:10])[CH2:8][C:5]=2[CH:4]=1.[CH3:13][O:14][C:15]1[CH:22]=[CH:21][C:18]([CH:19]=[CH2:20])=[CH:17][CH:16]=1>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:6](=[CH:11][CH:12]=1)[CH:7]([C:9]#[N:10])[CH:19]([C:18]1[CH:21]=[CH:22][C:15]([O:14][CH3:13])=[CH:16][CH:17]=1)[CH2:20][CH2:8]2

Participants

3

Reactant 2

HCID 125074-MethoxystyreneHCID 27530153-methoxybicyclo[4.2.0]octa-1,3,5-triene-7-carbonitrile

Product 1

HCID 19861948HCID 19861948, compound

Procedure

A mixture of 4-methoxybenzocyclobutane-1-carbonitrile (16 g) and 4-methoxystyrene (23.5 g) was stirred and heated at 175° for 45 minutes. The mixture was cooled, and purified by flash column chromatography on silica (K60), eluting with a mixture of ethyl acetate and petroleum ether (b.p. 40°-60°), 1:9 by volume, to give 1,2,3,4-tetrahydro-6-methoxy-2-(4-methoxyphenyl)naphthalene-1-carbonitrile, m.p. 127°.

Workup

  1. temperatureheated at 175° for 45 minutes
  2. temperatureThe mixture was cooled
  3. custompurified by flash column chromatography on silica (K60)
  4. washeluting with a mixture of ethyl acetate and petroleum ether (b.p. 40°-60°), 1:9 by volume

Sources & evidence

ORD record
ord-51d1c30401d049fd8d6d42bebedf0542
Source dataset
uspto-grants-1990_03
Patent number
US04910212

Reaction notes

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