Methylphenylsilane → (4,4-Diphenylbutyl) pentamethyl disiloxane

HRID 1882180Notes

Reaction equation

HRID 1882180 reaction equation
[C:1]1([CH:7]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH2:8][CH:9]=[CH2:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:17][SiH:18]([CH3:24])[O:19][Si:20]([CH3:23])([CH3:22])[CH3:21].C[SiH2]C1C=CC=CC=1>CCCCCC>[C:1]1([CH:7]([C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH2:8][CH2:9][CH2:10][Si:18]([CH3:24])([CH3:17])[O:19][Si:20]([CH3:23])([CH3:22])[CH3:21])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 69836MethylphenylsilaneHCID 74037PentamethyldisiloxaneHCID 118306504,4-Diphenyl-1-butene2×

Product 1

HCID 15575985(4,4-Diphenylbutyl) pentamethyl disiloxane

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Conditions

Temperature
20 °C

Procedure

4,4-Diphenyl-1-butene (compound 1, 0.40 mmol) and pentamethyl disiloxane (0.6 mmol) were dissolved in hexane (2.0 ml), added with poly (methylphenylsilane)-supported platinum (200 mg, 5.5 mol %) prepared in Example 10A and stirred at 20° C. for 2 hr. The filtrate was washed with hexane after separation from catalyst, concentrated, and purified by silica gel column chromatography using hexane as an eluting solvent. (4,4-Diphenylbutyl) pentamethyl disiloxane was obtained as oil without color (140 mg (98%)) and 1,1-diphenyl butane was obtained (2 mg (yield 2%)).

Workup

  1. customprepared in Example 10A
  2. washThe filtrate was washed with hexane
  3. customafter separation from catalyst
  4. concentrationconcentrated
  5. custompurified by silica gel column chromatography

Sources & evidence

ORD record
ord-ec9c31a62fd942f4a560d6d1d187875c
Source dataset
uspto-grants-2012_11
Patent number
US08318967B2

Reaction notes

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