Styrene → trans-Stilbene

HRID 1825708Notes

Reaction equation

HRID 1825708 reaction equation
[CH2:1]=[CH:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.Cl[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.C(N(CCCC)CCCC)CCC>>[C:3]1(/[CH:2]=[CH:1]/[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Participants

4

Reactant 3

HCID 7501StyreneHCID 7622TributylamineHCID 7964Chlorobenzene

Product 1

HCID 638088trans-Stilbene

Procedure

Styrene (1.2 mmol), chlorobenzene (1 mmol), LDH-Pd0 (3 mol %), tri-n-butyl amine (222mg, 1.2 mmol) and NAIL (3.23 g, 10 mmol) were taken in a teflon vessel, closed and irradiated in a Miele Electronic M270 microwave oven at 400W and 130° C. for 0.5–1 h. After completion of the reaction, the LDH-Pd0 catalyst was filtered and washed with water and dichloromethane. After removing the solvent, the crude material was chromatographed on silica gel to afford the trans-stilbene.

Workup

  1. customclosed
  2. customAfter completion of the reaction
  3. filtrationthe LDH-Pd0 catalyst was filtered
  4. washwashed with water and dichloromethane
  5. customAfter removing the solvent
  6. customthe crude material was chromatographed on silica gel

Sources & evidence

ORD record
ord-66145322b9264ab795e6efc10daeb261
Source dataset
uspto-grants-2006_05
Patent number
US07049266B2

Reaction notes

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