HCID 178418361, compound → HCID 178447716, compound

HRID 863728Notes

Reaction equation

HRID 863728 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][C@H:11]2[CH2:16][CH2:15][C@H:14]([CH:17]3[CH2:22][CH2:21][Si:20]([CH2:29][CH2:30][CH2:31][CH2:32][CH3:33])([C:23]4[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=4)[CH2:19][CH2:18]3)[CH2:13][CH2:12]2)[CH:5]=[CH:6][C:7]=1[F:8].[H][H]>C(OCC)(=O)C.[Pt]=O>[F:1][C:2]1[CH:3]=[C:4]([CH2:9][CH2:10][C@H:11]2[CH2:12][CH2:13][C@H:14]([CH:17]3[CH2:18][CH2:19][Si:20]([CH2:29][CH2:30][CH2:31][CH2:32][CH3:33])([C:23]4[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=4)[CH2:21][CH2:22]3)[CH2:15][CH2:16]2)[CH:5]=[CH:6][C:7]=1[F:8]

Participants

5

Reactant 2

HCID 178418361HCID 178418361, compoundHCID 178447715HCID 178447715, compound

Product 1

HCID 178447716HCID 178447716, compound

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 8857Ethyl AcetateSolvent

Procedure

40.0 g of the thus obtained 4-(trans-4-(2-(3,4-difluorophenyl)ethenyl)cyclohexyl)-1-n-pentyl-1-phenyl-1-silacyclohexane was dissolved in 200 ml of ethyl acetate and hydrogenated in the presence of 200 mg of platinum oxide at a pressure of 0.1 MPa of hydrogen. After theoretical consumption of hydrogen, the catalyst was removed by filtration and the resultant filtrate was concentrated to obtain 40.2 g of 4-(trans-4-(2-(3,4-difluorophenyl)ethyl)cyclohexyl)-1-n-pentyl-1-phenyl-1-silacyclohexane. The results of IR analysis of the product are as follows.

Workup

  1. customAfter theoretical consumption of hydrogen
  2. customthe catalyst was removed by filtration
  3. concentrationthe resultant filtrate was concentrated

Sources & evidence

ORD record
ord-3c172bdaaf784932aa407dda02673cf1
Source dataset
uspto-grants-1996_10
Patent number
US05560866

Reaction notes

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