Acetone → Trimethoxyphenylsilane

HRID 336076

Reaction equation

HRID 336076 reaction equation
CC(O)C.CC(C)=O.CCO[Si](OCC)(OCC)OCC.[C:22]1([Si:28]([O:35][CH2:36]C)([O:32][CH2:33]C)[O:29][CH2:30]C)[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1.[N+]([O-])(O)=O.C(O)CCC.C(O)C>O>[C:22]1([Si:28]([O:35][CH3:36])([O:29][CH3:30])[O:32][CH3:33])[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1

Participants

9

Reactant 7

HCID 180Acetone2×HCID 2631-ButanolHCID 702EthanolHCID 944Nitric AcidHCID 3776Isopropanol2×HCID 6517TetraethoxysilaneHCID 13075Phenyltriethoxysilane

Product 1

HCID 18137Trimethoxyphenylsilane

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

In a 1-liter flask 297 grams (4.798 moles) 2-propanol, 148 grams (2.558 moles) acetone, 123 grams (0.593 moles) TEOS, 104 grams (0.432 moles) phenyltriethoxysilane, 0.6 grams 0.1 M, 0.01 M and 1.0 M nitric acid (added to three separate solutions, respectively) and 72 grams deionized water were combined. In two other solutions containing 0.1 M nitric acid, 90 g and 110 g of deionized water were added, respectively. The flask was refluxed and/or heated for 1 to 12 hours. To the solution, 57 grams (0.769 moles) of Butanol, 88 grams (1.422 moles) 2-propanol, 44 grams (0.758 moles) of acetone, 59 grams (1.227 moles) of ethanol, 9.5 grams (0.528 moles) deionized water were added.

Workup

  1. customseparate solutions
  2. additionIn two other solutions containing 0.1 M nitric acid, 90 g and 110 g of deionized water
  3. additionwere added
  4. temperatureThe flask was refluxed
  5. temperatureheated for 1 to 12 hours
  6. additionwere added

Sources & evidence

ORD record
ord-eadfda233a9b441e9c430b35affe88e0
Source dataset
uspto-grants-2014_11
Patent number
US08889334B2

Linked notes

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