Acetic Acid → HCID 11823172, compound

HRID 1938573Notes

Reaction equation

HRID 1938573 reaction equation
[CH3:1][Si:2]([CH3:12])([CH3:11])[C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][CH:10]=1)[CH2:6][OH:7].C1C=CC(N=NC2C=CC(N)=NC=2N)=CC=1.Cl.[Cr](O[Cr]([O-])(=O)=O)([O-])(=O)=O.C(O)(=O)C>ClCCl>[CH3:1][Si:2]([CH3:12])([CH3:11])[C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][CH:10]=1)[CH:6]=[O:7]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 151146973-(Trimethylsilyl)benzenemethanolHCID 86587493Pyridium dichromate

Product 1

HCID 11823172HCID 11823172, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a mixture of 3-trimethylsilylbenzylalcohol (3.60 g, 20 mmol) and pyridium dichromate (11.29 g, 30 mmol) in dichloromethane (60 ml) at 0° C. was added 3 Å molecular sieve powder (16 g) and anhydrous acetic acid (2 ml). Then the reaction was allowed to react 30 min at room temperature, stirred 20 min with celite (10 g), filtered and evaporated under reduced pressure. The residue was treated with diethyl ether (50 ml), filtered through MgSO4 and concentrated. 3-trimethylsilylbenzaldehyde was purified by distillation.

Workup

  1. customto react 30 min at room temperature
  2. filtrationfiltered
  3. customevaporated under reduced pressure
  4. additionThe residue was treated with diethyl ether (50 ml)
  5. filtrationfiltered through MgSO4
  6. concentrationconcentrated
  7. distillation3-trimethylsilylbenzaldehyde was purified by distillation

Sources & evidence

ORD record
ord-7bc48bb658064b1c92353d48a6a9c711
Source dataset
uspto-grants-1997_12
Patent number
US05693668

Reaction notes

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