HCID 54353892, compound → 4-[2-(4-fluorophenyl)ethyl]-4′-pentyl-1,1′-Biphenyl

HRID 1439827Notes

Reaction equation

HRID 1439827 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]=[CH:9][C:10]2[CH:15]=[CH:14][C:13]([C:16]3[CH:21]=[CH:20][C:19]([CH2:22][CH2:23][CH2:24][CH2:25][CH3:26])=[CH:18][CH:17]=3)=[CH:12][CH:11]=2)=[CH:4][CH:3]=1>O1CCCC1.[Pd]>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][CH2:9][C:10]2[CH:15]=[CH:14][C:13]([C:16]3[CH:17]=[CH:18][C:19]([CH2:22][CH2:23][CH2:24][CH2:25][CH3:26])=[CH:20][CH:21]=3)=[CH:12][CH:11]=2)=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 54353892HCID 54353892, compound

Product 1

HCID 147668364-[2-(4-fluorophenyl)ethyl]-4′-pentyl-1,1′-Biphenyl

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A solution of 9.5 g of 1-(p-fluorophenyl)-2-(4'-n-pentyl-biphenyl-4-yl)ethene [obtained by Heck coupling of 4-fluorostyrene with 4-bromo-4'-n-pentylbiphenyl] in 100 ml of tetrahydrofuran is hydrogenated in the presence of Pd/C until the take-up of H is complete. Customary work-up gives 1-(p-fluorophenyl)-2-(4'-n-pentylbiphenyl-4-yl)ethane, mp. 60°, cp. 109°.

Sources & evidence

ORD record
ord-95c1dd4227db4af69ea40a5ab7fbfea6
Source dataset
uspto-grants-1996_03
Patent number
US05496499

Reaction notes

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