Hydrochloric Acid → 2-(4-Chlorophenoxy)acetaldehyde

HRID 1978804Notes

Reaction equation

HRID 1978804 reaction equation
C[O:2][CH:3](OC)[CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([Cl:12])=[CH:8][CH:7]=1.Cl>CC(C)=O>[Cl:12][C:9]1[CH:10]=[CH:11][C:6]([O:5][CH2:4][CH:3]=[O:2])=[CH:7][CH:8]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 15510276HCID 15510276, compound

Product 1

HCID 114806982-(4-Chlorophenoxy)acetaldehydeYield 24%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

4-Chlorophenoxyacetaldehyde dimethylacetal (1.0 g) was dissolved in acetone (10 ml), to which 2N hydrochloric acid (1.0 g) was added, and the mixture was heated under reflux for 8 hours. After the reaction mixture was concentrated, water was added and the mixture was extracted with ethyl acetate. The extracts were dried over anhydrous sodium sulfate. The solvent was distilled off to obtain 4-chlorophenoxyacetaldehyde as a crude product.

Workup

  1. additionwas added
  2. temperaturethe mixture was heated
  3. temperatureunder reflux for 8 hours
  4. concentrationAfter the reaction mixture was concentrated
  5. additionwater was added
  6. extractionthe mixture was extracted with ethyl acetate
  7. dry with materialThe extracts were dried over anhydrous sodium sulfate
  8. distillationThe solvent was distilled off

Sources & evidence

ORD record
ord-049cc2a03c6a4da5831507c9f1fa3d8e
Source dataset
uspto-grants-2001_05
Patent number
US06239077B1

Reaction notes

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