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

HRID 2905Notes

Reaction equation

HRID 2905 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6](/[CH:11]=[C:12](/[C:15]2[CH:20]=[C:19]([O:21][CH3:22])[C:18]([O:23][CH3:24])=[C:17]([O:25][CH3:26])[CH:16]=2)\[C:13]#[N:14])[CH:7]=[CH:8][C:9]=1[Cl:10])([O-:3])=[O:2]>CC(C)=O>[N+:1]([C:4]1[CH:5]=[C:6](/[CH:11]=[C:12](\[C:15]2[CH:20]=[C:19]([O:21][CH3:22])[C:18]([O:23][CH3:24])=[C:17]([O:25][CH3:26])[CH:16]=2)/[C:13]#[N:14])[CH:7]=[CH:8][C:9]=1[Cl:10])([O-:3])=[O:2]

Participants

3

Reactant 1

HCID 10714483(Z)-3-(3-nitro-4-chlorophenyl)-2-(3,4,5-trimethoxyphenyl)-prop-2-ene-nitrile

Product 1

HCID 10619446(E)-3-(3-nitro-4-chlorophenyl)-2-(3,4,5-trimethoxyphenyl)-prop-2-ene-nitrileYield 26.7%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

1.5 g of (Z)-3-(3-nitro-4-chlorophenyl)-2-(3,4,5-trimethoxyphenyl)-prop-2-ene-nitrile was dissolved in 500 ml of acetone and the solution was reacted in a photochemical apparatus (visible light) for 1 hour. The reaction mixture was concentrated and a half of it was purified on a silica gel plate to give 400 mg of the intended compound.

Workup

  1. customthe solution was reacted in a photochemical apparatus (visible light) for 1 hour
  2. concentrationThe reaction mixture was concentrated
  3. customa half of it was purified on a silica gel plate

Sources & evidence

ORD record
ord-0713a93170224a6cbc1dbbb08f705236
Source dataset
uspto-grants-1998_03
Patent number
US05731353

Reaction notes

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