Styrene → Stilbene

HRID 1975875Notes

Reaction equation

HRID 1975875 reaction equation
Cl[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(=O)([O-])[O-].[Na+].[Na+].[CH2:14]=[CH:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.C1(=O)OC(C)CO1>C(OCC)C>[C:2]1([CH:14]=[CH:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 7501StyreneHCID 7924Propylene CarbonateHCID 7964ChlorobenzeneHCID 10340Sodium Carbonate

Product 1

HCID 11502Stilbene

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Conditions

Temperature
155 °C

Procedure

Under argon, a solution containing 122 mg of chlorobenzene, 106 mg of sodium carbonate, 157 mg of styrene and 1 ml of propylene carbonate stabilized 0.001 M colloid solution is heated at 155° C. with stirring in a sealed vessel for 17 h. At the end of the reaction, 2 ml of diethyl ether is added, and the mixture is filtered. The yield of isolated trans-stilbene is 15%.

Workup

  1. additionis added
  2. filtrationthe mixture is filtered

Sources & evidence

ORD record
ord-be6cd414ea7c4557a3de9d5e797aa181
Source dataset
uspto-grants-2001_05
Patent number
US06224739B1

Reaction notes

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