Methanesulfonic Acid → Octyltriethoxysilane

HRID 2268186Notes

Reaction equation

HRID 2268186 reaction equation
[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH:7]=[CH2:8].[CH2:9]([O:11][SiH:12]([O:16][CH2:17][CH3:18])[O:13][CH2:14][CH3:15])[CH3:10].CS(O)(=O)=O.C([Si](C=C)(C)O[Si](C)(C)C)=C>[Pt].C1(C)C=CC=CC=1>[CH2:8]([Si:12]([O:16][CH2:17][CH3:18])([O:13][CH2:14][CH3:15])[O:11][CH2:9][CH3:10])[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][CH3:1]

Participants

7

Reactant 4

HCID 6395Methanesulfonic Acid2×HCID 81251-Octene2×HCID 13830Triethoxysilane2×HCID 177605311,1-Diethenyl-1,3,3,3-tetramethyldisiloxane

Product 1

HCID 76262OctyltriethoxysilaneYield 88%

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 1140TolueneSolvent

Procedure

Reaction between octene-1 and triethoxysilane with platinum catalyst in the presence of trimethylsilyl ester of methanesulfonic acid. 325 mg Octene-1 and 475 mg triethoxysilane were introduced into a glass tube filled with argon gas, and 20 mg of a trimethylsilyl ester of methanesulfonic acid and 0.002 ml (1.7 mg) of a toluene solution of a 0-valent platinum complex of divinyltetramethyldisiloxane (0.04 wt % platinum content) were added. The tube was sealed with Teflon tape and a rubber septum, degassed, and then filled again with argon gas. The tube was placed in a 75° C. oil bath where it was heated for 1 hour. After cooling, the tube contents were analyzed by gas chromatography revealing an octyltriethoxysilane yield of 88%.

Workup

  1. additionwere added
  2. customa rubber septum, degassed
  3. additionfilled again with argon gas
  4. customwas placed in a 75° C.
  5. temperaturewas heated for 1 hour
  6. temperatureAfter cooling

Sources & evidence

ORD record
ord-75e14ae9cddf489cb7da2f30af4ae8ea
Source dataset
uspto-grants-2001_12
Patent number
US06326506B1

Reaction notes

Loading…