trans-Stilbene → Dibenzyl

HRID 2105105Notes

Reaction equation

HRID 2105105 reaction equation
[C:1]1(/[CH:7]=[CH:8]/[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>[Pd].C(OC(=O)C)C>[C:1]1([CH2:7][CH2:8][C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 1

HCID 638088trans-Stilbene2×

Product 1

HCID 7647DibenzylYield 100%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalyst2×HCID 8857Ethyl AcetateSolvent

Procedure

0.180 g (1.0 mmol) of trans-stilbene, a measured amount of the supported palladium catalyst prepared in Example 3 (the amount corresponding to 2 mol % of palladium based on the amount of trans-stilbene) and 4 mL of ethylacetate were mixed and stirred at room temperature for 60 min under 1 atm of H2. The resulting mixture was filtered and the solvent was removed. The resulting residue was subject to silica gel column chromatography (eluent: hexane/ethylacetate(10/1)) to obtain 0.182 g of the title compound, 1,2-diphenylethane (yield: 100%).

Workup

  1. additionwere mixed
  2. filtrationThe resulting mixture was filtered
  3. customthe solvent was removed

Sources & evidence

ORD record
ord-3a90ea03799b40c38dd0cbc631f8ead2
Source dataset
uspto-grants-2009_08
Patent number
US07579294B2

Reaction notes

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