Chlorodimethylsilane → HCID 23039113, compound

HRID 1709014Notes

Reaction equation

HRID 1709014 reaction equation
[CH3:1][Si:2]([O:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([C:12]([CH3:14])=[CH2:13])[CH:7]=1)([CH3:4])[CH3:3].[CH3:15][SiH:16]([CH3:18])[Cl:17]>[Pt].[H+].[H+].Cl[Pt-2](Cl)(Cl)(Cl)(Cl)Cl.COC1C=CC(O)=CC=1>[Cl:17][Si:16]([CH3:18])([CH3:15])[CH2:13][CH:12]([C:8]1[CH:9]=[CH:10][CH:11]=[C:6]([O:5][Si:2]([CH3:1])([CH3:3])[CH3:4])[CH:7]=1)[CH3:14]

Participants

6

Reactant 2

HCID 66108ChlorodimethylsilaneHCID 23039112HCID 23039112, compound

Product 1

HCID 23039113HCID 23039113, compoundYield 84%

Reagents, catalysts & solvents 3

HCID 90154-MethoxyphenolCatalystHCID 23939PlatinumCatalystHCID 61859Chloroplatinic acidCatalyst

Procedure

The following were added to a four-neck flask equipped with a stirrer, reflux condenser, addition funnel, and thermometer: 165 g (0.8 mol) m-isopropenylphenyl trimethylsilyl ether from step (1), 0.2 g 4-methoxyphenol, and 100 ppm as platinum of 2 weight % isopropanolic chloroplatinic acid solution. While stirring and heating at 50 to 60 degrees Centigrade, 83.5 g (0.88 mol) dimethylchlorosilane was dripped in from the addition funnel over 5 hours. After the completion of the reaction, distillation in vacuo afforded 202 g (0.67 mol) of the target material. The yield was 84%. Some properties of this product are reported below.

Workup

  1. additionThe following were added to a four-neck flask
  2. customequipped with a stirrer
  3. temperaturereflux
  4. additioncondenser, addition funnel
  5. temperatureheating at 50 to 60 degrees Centigrade
  6. customAfter the completion of the reaction, distillation in vacuo

Sources & evidence

ORD record
ord-6869d3fd61e2411d9f2de910a9e6d06a
Source dataset
uspto-grants-1990_08
Patent number
US04946921

Reaction notes

Loading…