Hydrochloric Acid → 3-(4-Chlorophenyl)-2-oxopropanoic acid

HRID 909281Notes

Reaction equation

HRID 909281 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]=[C:9](NC(=O)C)[C:10]([OH:12])=[O:11])=[CH:4][CH:3]=1.Cl.C1C[O:21]CC1>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9](=[O:21])[C:10]([OH:12])=[O:11])=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 2740035HCID 2740035, compound

Product 1

HCID 5805353-(4-Chlorophenyl)-2-oxopropanoic acidYield 77.3%

Procedure

4.55 g β-(4-chlorophenyl)-α-acetamidoacrylic acid, 91 mL of 1 mol·L−1 hydrochloric acid solution and 45 mL THF were added to a flask, and the mixture was heated for reflux for 10 h. After decolorization using active carbon and filtration, the filtrate was placed for crystallization, and an off-white crystalline powder was obtained in a yield of 77.3% by sucking filtration, washing and drying.

Workup

  1. temperaturethe mixture was heated
  2. temperaturefor reflux for 10 h
  3. filtrationcarbon and filtration
  4. customthe filtrate was placed for crystallization
  5. customan off-white crystalline powder was obtained in a yield of 77.3%
  6. filtrationfiltration
  7. washwashing
  8. customdrying

Sources & evidence

ORD record
ord-67b5001d45f0452fa2eef8735cb32b50
Source dataset
uspto-grants-2011_09
Patent number
US08017786B2

Reaction notes

Loading…