(Z)-2-(3,4-dimethoxyphenyl)-3-(4-hydroxyphenyl)acrylonitrile → (E)-2-(3,4-dimethoxy-phenyl)-3-(4-hydroxy-phenyl)-acrylonitrile

HRID 2222367Notes

Reaction equation

HRID 2222367 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5](/[C:11](=[CH:14]/[C:15]2[CH:20]=[CH:19][C:18]([OH:21])=[CH:17][CH:16]=2)/[C:12]#[N:13])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10]>C(#N)C>[CH3:1][O:2][C:3]1[CH:4]=[C:5](/[C:11](=[CH:14]\[C:15]2[CH:16]=[CH:17][C:18]([OH:21])=[CH:19][CH:20]=2)/[C:12]#[N:13])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10]

Participants

3

Reactant 1

HCID 10446442(Z)-2-(3,4-dimethoxyphenyl)-3-(4-hydroxyphenyl)acrylonitrile

Product 1

HCID 39149142(E)-2-(3,4-dimethoxy-phenyl)-3-(4-hydroxy-phenyl)-acrylonitrileYield 41%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Compound 1 (100 mg) was dissolved in acetonitrile, and the resultant solution was subjected to photoreaction by use of a high-pressure mercury lamp. The resultant reaction mixture was concentrated to dryness under reduced pressure, followed by purification by use of a silica gel column, to thereby produce the target product (41 mg, yield: 41%).

Workup

  1. customThe resultant reaction mixture
  2. concentrationwas concentrated to dryness under reduced pressure
  3. customfollowed by purification by use of a silica gel column

Sources & evidence

ORD record
ord-89bde775fc994b5aa80b2fa5945a3ae0
Source dataset
uspto-grants-2008_05
Patent number
US07371773B2

Reaction notes

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