Methacrylic Acid → Phenethyltriethoxysilane

HRID 1004435Notes

Reaction equation

HRID 1004435 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(O)(=O)C(C)=C.C([Si](C=C)(C)O[Si](C)(C)C)=C>C1(C)C=CC=CC=1>[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 4

HCID 4093Methacrylic AcidHCID 7501Styrene2×HCID 13830TriethoxysilaneHCID 177605311,1-Diethenyl-1,3,3,3-tetramethyldisiloxane

Product 1

HCID 11097560PhenethyltriethoxysilaneYield 64.7%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Conditions

Temperature
50 °C

Procedure

200 mg of styrene, 320 mg of triethoxysilane, and 370 mg of toluene were placed in a glass reaction tube and 0.0014 ml of methacrylic acid was added. Next, 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 30 minutes in an oil bath at 50° C. When the tube contents were analyzed by GC-MS following cooling, the conversion rate of styrene was 66.3%, phenethyltriethoxysilane was produced at a yield of 64.7%, and the yield of (α-methylbenzyl)triethoxysilane was 1.0%.

Workup

  1. additionwas added
  2. temperaturefollowing cooling

Sources & evidence

ORD record
ord-854d1aaade974912868b3ee9aa2bc299
Source dataset
uspto-grants-2000_04
Patent number
US06048994

Reaction notes

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