Styrene → Phenethyltriethoxysilane

HRID 1004422Notes

Reaction equation

HRID 1004422 reaction equation
[CH2:1]=[CH:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[CH2:9]([O:11][SiH:12]([O:16][CH2:17][CH3:18])[O:13][CH2:14][CH3:15])[CH3:10].C([Si](C=C)(C)O[Si](C)(C)C)=C>C1(C)C=CC=CC=1.C(O)(=O)C>[CH2:1]([Si:12]([O:16][CH2:17][CH3:18])([O:13][CH2:14][CH3:15])[O:11][CH2:9][CH3:10])[CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Participants

6

Reactant 3

HCID 7501Styrene2×HCID 13830TriethoxysilaneHCID 177605311,1-Diethenyl-1,3,3,3-tetramethyldisiloxane

Product 1

HCID 11097560PhenethyltriethoxysilaneYield 84.7%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 1140TolueneSolvent2×

Conditions

Temperature
50 °C

Procedure

208 mg Of styrene, 328 mg of triethoxysilane, and 52 mg of toluene were placed in a glass reaction tube and 0.004 ml of acetic acid was added. Then, 0.002 ml of a toluene solution of a 0-valent platinum complex of divinyltetramethyldisiloxane (platinum content: 0.4 Wt. %) was added to this mixture. The reaction tube was sealed with Teflon tape and heated for 1 hour in an oil bath at 50° C. When the tube contents were analyzed by GC-MS following cooling, the conversion rate of styrene was 89.4% and phenethyltriethoxysilane was produced at a yield of 84.7%. The yield of α-(methylbenzyl)triethoxysilane was 0.7%.

Workup

  1. additionwas added
  2. temperaturefollowing cooling

Sources & evidence

ORD record
ord-c69a28ed773847e9b9347551c63cc89f
Source dataset
uspto-grants-2000_04
Patent number
US06048994

Reaction notes

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