Hydrochloric Acid → 4-Chloro-α-hydroxybenzenepropanoic acid

HRID 909282Notes

Reaction equation

HRID 909282 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9](=[O:13])[C:10]([OH:12])=[O:11])=[CH:4][CH:3]=1.Cl>C1COCC1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][CH:9]([OH:13])[C:10]([OH:12])=[O:11])=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 5805353-(4-Chlorophenyl)-2-oxopropanoic acid

Product 1

HCID 152724044-Chloro-α-hydroxybenzenepropanoic acidYield 64%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Into 15.00 g β-(4-chlorophenyl)pyruvic acid, 98.00 g Zn(Hg), 219 mL of 2.5 mol·L1 hydrochloric acid and 35 mL THF solution were added, heated for refluxed for 10 h. After the filtration was performed when the reaction mixture was hot, the filtrate was concentrated to reach 80 mL and stood overnight. After sucking filtration, washing, drying and recrystallizing in boiling-water, a white floccular crystal was obtained in a yield of 64.0%.

Workup

  1. temperatureheated
  2. temperaturefor refluxed for 10 h
  3. filtrationAfter the filtration
  4. concentrationthe filtrate was concentrated
  5. filtrationfiltration
  6. washwashing
  7. customdrying
  8. customrecrystallizing
  9. customa white floccular crystal was obtained in a yield of 64.0%

Sources & evidence

ORD record
ord-dd9c5ffc38bf46babe01808329a7eca3
Source dataset
uspto-grants-2011_09
Patent number
US08017786B2

Reaction notes

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