Trichloroacetic Acid → 2-(2,3-Dimethoxyphenyl)acetaldehyde

HRID 1006061Notes

Reaction equation

HRID 1006061 reaction equation
ClC(Cl)(Cl)C(O)=O.C[O:9][CH:10]=[CH:11][C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([O:18][CH3:19])[C:13]=1[O:20][CH3:21]>ClCCl.O>[CH3:21][O:20][C:13]1[C:14]([O:18][CH3:19])=[CH:15][CH:16]=[CH:17][C:12]=1[CH2:11][CH:10]=[O:9]

Participants

5

Reactant 2

HCID 6421Trichloroacetic AcidHCID 693525452-(2,3-Dimethoxyphenyl)ethenyl methyl ether

Product 1

HCID 123536072-(2,3-Dimethoxyphenyl)acetaldehydeYield 104.1%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6344DichloromethaneSolvent

Procedure

Trichloroacetic acid (817 mg, 5.00 mmol) was added to a solution (10 mL) of 2-(2,3-dimethoxyphenyl)ethenyl methyl ether (808 mg, 4.16 mmol) in dichloromethane at room temperature and stirred for 2 hours. The reaction mixture was diluted with water and extracted twice with ethyl acetate. The extract solution was dried over anhydrous sodium sulfate and then concentrated under reduced pressure to obtain 2-(2,3-dimethoxyphenyl)acetaldehyde (780 mg, 100%) as a yellow oil.

Workup

  1. extractionextracted twice with ethyl acetate
  2. dry with materialThe extract solution was dried over anhydrous sodium sulfate
  3. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-fcfcd059f10b40778e4d207d39490274
Source dataset
uspto-grants-2004_09
Patent number
US06787560B2

Reaction notes

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