HCID 178418361, compound → HCID 178445627, compound

HRID 1350613Notes

Reaction equation

HRID 1350613 reaction equation
[CH2:1]([O:3][C:4]1[C:13]([F:14])=[C:12]2[C:7]([CH:8]=[C:9](/[CH:17]=[CH:18]/[C@H:19]3[CH2:24][CH2:23][C@H:22]([C@H:25]4[CH2:30][CH2:29][C@H:28]([CH2:31][CH2:32][CH2:33][CH3:34])[CH2:27][CH2:26]4)[CH2:21][CH2:20]3)[C:10]([F:16])=[C:11]2[F:15])=[CH:6][CH:5]=1)[CH3:2].[H][H]>[C].[Pd].O1CCCC1>[CH2:1]([O:3][C:4]1[C:13]([F:14])=[C:12]2[C:7]([CH:8]=[C:9]([C:17]3[CH:6]=[CH:5][CH:4]=[CH:13][C:18]=3[C@H:19]3[CH2:24][CH2:23][C@H:22]([C@H:25]4[CH2:26][CH2:27][C@H:28]([CH2:31][CH2:32][CH2:33][CH3:34])[CH2:29][CH2:30]4)[CH2:21][CH2:20]3)[C:10]([F:16])=[C:11]2[F:15])=[CH:6][CH:5]=1)[CH3:2]

Participants

5

Reactant 2

HCID 178418361HCID 178418361, compoundHCID 178445628HCID 178445628, compound

Product 1

HCID 178445627HCID 178445627, compoundYield 98%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 8028TetrahydrofuranSolvent

Procedure

The crude production of (E)-7-ethoxy-3-[2-[trans-4-(trans-4-butylcyclohexyl)cyclohexyl]ethenyl]-1,2,8-trifluoronaphthalene (16.6 g), 5% palladium-carbon (with 10% moisture) (3.1 g), tetrahydrofuran (100 ml) were added in an autoclave and reacted for 4 hours at room temperature under 4 atm of hydrogen. The reaction solution was filtrated with celite, and the filtrate was concentrated. Then, 7-ethoxy-3-[2-[trans-4-(trans-4-butylcyclohexyl)cyclohexyl]phenyl]-1,2,8-trifluoronaphthalene (9 g) was obtained.

Workup

  1. filtrationThe reaction solution was filtrated with celite
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-1bc6c8a706b9420990be43887c96894d
Source dataset
uspto-grants-2007_05
Patent number
US07214835B2

Reaction notes

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