Sodium Bicarbonate → 2-(2,3-Dimethylphenyl)propanal

HRID 55938Notes

Reaction equation

HRID 55938 reaction equation
[CH3:1][C:2]1[C:7]([CH3:8])=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:9][CH:10]1C[O:11]1.[C:13]([O-])(O)=O.[Na+]>C1(C)C=CC=CC=1>[CH3:1][C:2]1[C:7]([CH3:8])=[CH:6][CH:5]=[CH:4][C:3]=1[CH:9]([CH3:13])[CH:10]=[O:11]

Participants

4

Reactant 2

HCID 516892Sodium BicarbonateHCID 20300557HCID 20300557, compound

Product 1

HCID 208317782-(2,3-Dimethylphenyl)propanal

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

2-(2,3-Dimethylphenyl)methyloxirane, compound of formula (XXII), prepared according to example 1 (158 mg, 0.97 mmol), was dissolved in toluene (1.57 mL) and BF3OEt2 (0.006 ml, 0.05 mmol) was added at room temperature. After 2 h at room temperature, a sample was mixed with solid NaHCO3, filtered, concentrated under reduced pressure, and the residue was analyzed by 1H NMR. The crude product consisted essentially of pure 2-(2,3-dimethylphenyl)propanal.

Workup

  1. additionBF3OEt2 (0.006 ml, 0.05 mmol) was added at room temperature
  2. filtrationfiltered
  3. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-db81980ff72449f081179ee9c41e54b1
Source dataset
uspto-grants-2016_09
Patent number
US09434694B2

Reaction notes

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