Allyl acetate → 3-(Trichlorosilyl)propyl acetate

HRID 1605384Notes

Reaction equation

HRID 1605384 reaction equation
[Cl:1][SiH:2]([Cl:4])[Cl:3].[C:5]([O:8][CH2:9][CH:10]=[CH2:11])(=[O:7])[CH3:6]>>[C:5]([O:8][CH2:9][CH2:10][CH2:11][Si:2]([Cl:4])([Cl:3])[Cl:1])(=[O:7])[CH3:6]

Participants

3

Reactant 2

HCID 11584Allyl acetate2×HCID 24811Trichlorosilane

Product 1

HCID 791723-(Trichlorosilyl)propyl acetate

Procedure

In a 4-liter flask with stirrer, reflux condenser, internal thermometer and 2 dropper funnels, one filled with 800 g of allyl acetate and the other with 1.355 kg of trichlorosilane, 200 ml of allyl acetate was heated to 65°C. Then the heat source was removed, 1 ml of an 0.01 molar solution of mesityl oxide-platinum dichloride complex in allyl acetate was added, and the reaction was allowed to complete itself within 8 minutes while stirring was performed and the two reactants were fed in simultaneously. During that period the temperature rose to 105°C due to self-heating. After that no more silane hydrogen was detected analytically. Distillation of the reaction product yielded 2.28 kg of 3-acetyloxypropyltrichlorosilane, BP20 : 98°-100°C; nD20 : 1.4359.

Workup

  1. temperatureIn a 4-liter flask with stirrer, reflux condenser
  2. customThen the heat source was removed
  3. addition1 ml of an 0.01 molar solution of mesityl oxide-platinum dichloride complex in allyl acetate was added
  4. customwithin 8 minutes
  5. waitDuring that period the temperature rose to 105°C
  6. temperaturedue to self-heating
  7. distillationDistillation of the reaction product

Sources & evidence

ORD record
ord-4a1281b573ed4718ab0bd8776c9212ff
Source dataset
uspto-grants-1976_04
Patent number
US03950364

Reaction notes

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