3,3,3-Trifluoropropene → 3,3,3-Trifluoropropylcyclopentyldiethoxysilane

HRID 52684

Reaction equation

HRID 52684 reaction equation
[F:1][C:2]([F:6])([F:5])[CH:3]=[CH2:4].[CH:7]1([SiH:12]([O:16][CH2:17][CH3:18])[O:13][CH2:14][CH3:15])[CH2:11][CH2:10][CH2:9][CH2:8]1>O.[Ir](Cl)(Cl)Cl.CC1C=CC(C)=CC=1>[F:1][C:2]([F:6])([F:5])[CH2:3][CH2:4][Si:12]([CH:7]1[CH2:8][CH2:9][CH2:10][CH2:11]1)([O:16][CH2:17][CH3:18])[O:13][CH2:14][CH3:15]

Participants

5

Reactant 2

HCID 126723,3,3-TrifluoropropeneHCID 123987211Cyclopentyldiethoxysilane

Product 1

HCID 223776783,3,3-TrifluoropropylcyclopentyldiethoxysilaneYield 77%

Reagents, catalysts & solvents 2

HCID 16211477Iridium trichloride hydrateCatalystHCID 7809P-XyleneSolvent

Procedure

In analogy to Example 3, a mixture of 3 g of p-xylene, 5.3 g (0.055 mol) of 3,3,3-trifluoro-1-propene and 9.4 g (0.5 mol) of cyclopentyldiethoxysilane was reacted in the presence of 0.1 mg of iridium(III) chloride hydrate, after a mixing time of 70 minutes, at 83° C. over 180 minutes. Analysis by gas chromatography gave a product yield of 77% of 3,3,3-trifluoropropylcyclopentyldiethoxysilane.

Sources & evidence

ORD record
ord-844fb9cc8acf4c52b30fdadb2a3243f0
Source dataset
uspto-grants-1997_04
Patent number
US05616762

Linked notes

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