Trimethoxysilane → 3-(4-Cyanatophenyl)propyltrimethoxysilane

HRID 1416430Notes

Reaction equation

HRID 1416430 reaction equation
[O:1]([C:4]1[CH:9]=[CH:8][C:7]([CH2:10][CH:11]=[CH2:12])=[CH:6][CH:5]=1)[C:2]#[N:3].[CH3:13][O:14][SiH:15]([O:18][CH3:19])[O:16][CH3:17]>C1(C)C(C)=CC=CC=1>[O:1]([C:4]1[CH:9]=[CH:8][C:7]([CH2:10][CH2:11][CH2:12][Si:15]([O:18][CH3:19])([O:16][CH3:17])[O:14][CH3:13])=[CH:6][CH:5]=1)[C:2]#[N:3]

Participants

4

Reactant 2

HCID 17215TrimethoxysilaneHCID 154053871-Cyanato-4-(2-propenyl)benzene

Product 1

HCID 154053883-(4-Cyanatophenyl)propyltrimethoxysilaneYield 42%

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

To 3.94 g (24.75 mmol) of purified 1-cyanato-4-(2-propenyl)benzene, prepared as described above, at 65° C. was added 10 μL of a 3% solution of Karstedt's™ catalyst (platinum-divinyltetramethyldisiloxane complex) in xylene (United Chemical Technologies, Bristol, Pa.). Trimethoxysilane (Aldrich) was added in 500 μL increments followed by 10 μL increments of the catalyst solution until NMR showed that the reaction was more than 80% complete. The product was distilled twice to yield 2.94 g (42%) of 3-(4-cyanatophenyl)propyltrimethoxysilane. The structure of the product was verified by IR and NMR.

Workup

  1. customat 65° C.
  2. distillationThe product was distilled twice

Sources & evidence

ORD record
ord-fce3505187b4489f944a07b00ce4a44b
Source dataset
uspto-grants-1999_06
Patent number
US05912377

Reaction notes

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