HCID 178444257, compound → HCID 178444258, compound

HRID 2371340Notes

Reaction equation

HRID 2371340 reaction equation
[CH2:1]([O:3][C:4]1[CH:9]=[CH:8][C:7]([CH:10]=[CH:11][C:12]2[CH:17]=[CH:16][C:15]([C:18]3[CH:23]=[CH:22][C:21]([C@H:24]4[CH2:29][CH2:28][C@H:27]([CH2:30][CH2:31][CH2:32][CH2:33][CH3:34])[CH2:26][CH2:25]4)=[C:20]([F:35])[CH:19]=3)=[CH:14][CH:13]=2)=[CH:6][CH:5]=1)[CH3:2]>O1CCCC1.[Pd]>[CH2:1]([O:3][C:4]1[CH:5]=[CH:6][C:7]([CH2:10][CH2:11][C:12]2[CH:17]=[CH:16][C:15]([C:18]3[CH:23]=[CH:22][C:21]([C@H:24]4[CH2:25][CH2:26][C@H:27]([CH2:30][CH2:31][CH2:32][CH2:33][CH3:34])[CH2:28][CH2:29]4)=[C:20]([F:35])[CH:19]=3)=[CH:14][CH:13]=2)=[CH:8][CH:9]=1)[CH3:2]

Participants

4

Reactant 1

HCID 178444257HCID 178444257, compound

Product 1

HCID 178444258HCID 178444258, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A solution of 1.9 g of 1-(p-ethoxyphenyl)-2-[4'-(trans-4-n-pentylcyclohexyl)-3'-fluorobiphenyl-4-yl]ethene [obtained by Heck coupling of 4-ethoxystyrene with 4'-(trans-4-n-pentylcyclohexyl)-3'-fluoro-4-bromobiphenyl] in 50 ml of tetrahydrofuran is hydrogenated in the presence of Pd/C. Customary work-up gives 1-(p-ethoxyphenyl)-2-[4'-(trans-4-n-pentylcyclohexyl)-3'-fluorobiphenyl-4-yl)ethane.

Sources & evidence

ORD record
ord-2458790558064a8892210fcfb67eadf5
Source dataset
uspto-grants-1992_03
Patent number
US05093026

Reaction notes

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