Allyl methacrylate → 3-(Trichlorosilyl)propyl methacrylate

HRID 1605386

Reaction equation

HRID 1605386 reaction equation
[Cl:1][SiH:2]([Cl:4])[Cl:3].[C:5]([O:10][CH2:11][CH:12]=[CH2:13])(=[O:9])[C:6]([CH3:8])=[CH2:7].[SiH4].[H][H]>CC(C)=O>[C:5]([O:10][CH2:11][CH2:12][CH2:13][Si:2]([Cl:4])([Cl:3])[Cl:1])(=[O:9])[C:6]([CH3:8])=[CH2:7]

Participants

5

Reactant 3

HCID 7274Allyl methacrylateHCID 24811TrichlorosilaneHCID 178506452HCID 178506452, compound

Product 1

HCID 818113-(Trichlorosilyl)propyl methacrylateYield 97%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
55 °C

Procedure

2 Moles of trichlorosilane were heated in a common laboratory stirring vessel to 55°C. 0.1 ml of an 0.01 molar solution of mesityl oxide-platinum dichloride complex catalyst in acetone was added, and 2 moles of allyl methacrylate was added drop by drop under nitrogen over a period of 10 minutes with intense stirring. The internal temperature was in the meantime kept below 62°C by external cooling. After another 8 minutes of stirring at about 60°C, no more silane hydrogen could be detected. Distillation of the product yielded 3-methacryloxypropyltrichlorosilane, (BP0.5 =66°C) in a yield of about 97%, with a residue of about 2%.

Workup

  1. customkept below 62°C by external cooling
  2. stirringAfter another 8 minutes of stirring at about 60°C
  3. distillationDistillation of the product

Sources & evidence

ORD record
ord-86c183dcc37640318f44dc434ae14425
Source dataset
uspto-grants-1976_04
Patent number
US03950364

Linked notes

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