Toluene → HCID 19018150, compound

HRID 1591238Notes

Reaction equation

HRID 1591238 reaction equation
[C:1]1([CH3:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH:8]([CH:10]1[CH2:15][CH:14]2[CH2:16][CH:11]1[CH:12]=[CH:13]2)=[CH2:9].[CH3:17][SiH:18]([CH3:23])[O:19][SiH:20]([CH3:22])[CH3:21].[C:24](O)(CC)(C)[CH3:25]>C(C(C)=O)C>[CH:8]([CH:10]1[CH2:15][C:14]2([Si:18]([CH3:23])([CH3:17])[O:19][Si:20]([C:1]34[CH2:7][CH:4]([CH:5]([CH:24]=[CH2:25])[CH2:6]3)[CH2:3][CH2:2]4)([CH3:22])[CH3:21])[CH2:16][CH:11]1[CH2:12][CH2:13]2)=[CH2:9]

Participants

6

Reactant 4

HCID 1140TolueneHCID 64052-Methyl-2-butanolHCID 182735-Vinyl-2-norborneneHCID 186591,1,3,3-Tetramethyl-disiloxane

Product 1

HCID 19018150HCID 19018150, compound

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

To a 10 ml toluene solution of 60.1 g (0.5 mole) of 5-vinyl-2-norbornene and 0.30 g of 5% H2PtCl6 in t-amyl alcohol is added 29.6 g of 1,1,3,3-tetramethyldisiloxane (0.22 mole, 90% purity) at 45°-50° C. for 1 hour and 30 minutes. The reaction is complete after keeping the reaction at 55°-60° C. for 6 hours. The mixture is then dissolved in 250 ml methyl ethyl ketone. After washing successively with 100 ml portions of water four times, 65 g of 1,3-bis(5-vinylnorbornyl)-1,1,3,3-tetramethyldisiloxane is obtained after stripping off solvent at 120° C./110 mm Hg. The structure of the product is confirmed by IR and 1H NMR as follows:

Workup

  1. custom30 minutes
  2. customthe reaction at 55°-60° C. for 6 hours
  3. washAfter washing successively with 100 ml portions of water four times

Sources & evidence

ORD record
ord-dac57a1a00204b2a854e7eddff331e7d
Source dataset
uspto-grants-1993_04
Patent number
US05206312

Reaction notes

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