(Z)-3-(3-nitro-4-methoxyphenyl)-2-(3,4,5-trimethoxyphenyl)-prop-2-ene-nitrile → (E)-3-(3-nitro-4-methoxyphenyl)-2-(3,4,5-trimethoxyphenyl)-prop-2-ene-nitrile

HRID 260097Notes

Reaction equation

HRID 260097 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6](/[CH:12]=[C:13](/[C:16]2[CH:21]=[C:20]([O:22][CH3:23])[C:19]([O:24][CH3:25])=[C:18]([O:26][CH3:27])[CH:17]=2)\[C:14]#[N:15])[CH:7]=[CH:8][C:9]=1[O:10][CH3:11])([O-:3])=[O:2]>C(#N)C>[N+:1]([C:4]1[CH:5]=[C:6](/[CH:12]=[C:13](\[C:16]2[CH:17]=[C:18]([O:26][CH3:27])[C:19]([O:24][CH3:25])=[C:20]([O:22][CH3:23])[CH:21]=2)/[C:14]#[N:15])[CH:7]=[CH:8][C:9]=1[O:10][CH3:11])([O-:3])=[O:2]

Participants

3

Reactant 1

HCID 10619131(Z)-3-(3-nitro-4-methoxyphenyl)-2-(3,4,5-trimethoxyphenyl)-prop-2-ene-nitrile

Product 1

HCID 10666833(E)-3-(3-nitro-4-methoxyphenyl)-2-(3,4,5-trimethoxyphenyl)-prop-2-ene-nitrileYield 49.8%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

2.0 g of (Z)-3-(3-nitro-4-methoxyphenyl)-2-(3,4,5-trimethoxyphenyl)-prop-2-ene-nitrile were dissolved in 500 ml of acetonitrile and exposed to visible light rays for 60 minutes. The reaction liquid was concentrated and crystallized from ethyl acetate to obtain 996 mg of the intended compound. The yield was 49%.

Workup

  1. customThe reaction liquid
  2. concentrationwas concentrated
  3. customcrystallized from ethyl acetate

Sources & evidence

ORD record
ord-a45221c179af471c9e73e628a6b49ad6
Source dataset
uspto-grants-1996_06
Patent number
US05525632

Reaction notes

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