trans-Stilbene → Dibenzyl

HRID 1482748Notes

Reaction equation

HRID 1482748 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>C1COCC1.[Pd]>[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.[C:1]1(/[CH:7]=[CH: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

5

Reactant 1

HCID 638088trans-Stilbene

Product 2

HCID 7647DibenzylHCID 638088trans-Stilbene

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
25 °C

Procedure

Trans-Stilbene (180 mg, 1 mmol) and the catalyst (10.3 mg, 0.2 mol % Pd) were mixed in THF (9 ml). The mixture was stirred for 2 h at 25° C. under a H2 ballon. 1,2-diphenylethane was formed with 100% conversion of trans-Stilbene. Product was determined by gas chromatography.

Sources & evidence

ORD record
ord-654d5ad2a59f43d3921015641e194572
Source dataset
uspto-grants-2016_08
Patent number
US09415442B2

Reaction notes

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