Acrylate → Cyclohexene, 1-((trimethylsilyl)oxy)-

HRID 1401009Notes

Reaction equation

HRID 1401009 reaction equation
[C:1]([O-])(=O)[CH:2]=C.[CH2:6]=[C:7]([O:10][Si:11]([CH3:14])([CH3:13])[CH3:12])[CH:8]=[CH2:9]>C1(C)C=CC=CC=1>[C:7]1([O:10][Si:11]([CH3:14])([CH3:13])[CH3:12])[CH2:6][CH2:2][CH2:1][CH2:9][CH:8]=1

Participants

4

Reactant 2

HCID 25188AcrylateHCID 5546572-(Trimethylsiloxy)-1,3-butadiene

Product 1

HCID 81161Cyclohexene, 1-((trimethylsilyl)oxy)-

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
150 °C

Procedure

In a pressure vessel, a solution of acrylate (1 eq), (buta-1,3-dien-2-yloxy)trimethylsilane (1.1 eq) in toluene was flushed with nitrogen, sealed and heated at 150° C. for 1-3 days. The reaction mixture was cooled to RT and concentrated in vacuo to give crude product which was used for the next step without purification.

Workup

  1. customsealed
  2. temperatureThe reaction mixture was cooled to RT
  3. concentrationconcentrated in vacuo
  4. customto give crude product which
  5. customwas used for the next step without purification

Sources & evidence

ORD record
ord-d72deb33b5284278ae0063258d45b247
Source dataset
uspto-grants-2014_12
Patent number
US08906889B2

Reaction notes

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