Propionic Acid → HCID 20154602, compound

HRID 2413989Notes

Reaction equation

HRID 2413989 reaction equation
Cl[CH2:2][C:3](=[O:10])[CH2:4][C:5]([O:7][CH2:8][CH3:9])=[O:6].[C:11]([OH:15])(=[O:14])[CH2:12][CH3:13].C(N(CC)CC)C>C1(C)C=CC=CC=1>[C:11]([O:15][CH2:2][C:3](=[O:10])[CH2:4][C:5]([O:7][CH2:8][CH3:9])=[O:6])(=[O:14])[CH2:12][CH3:13]

Participants

5

Reactant 3

HCID 1032Propionic AcidHCID 8471TriethylamineHCID 69484Ethyl 4-chloroacetoacetate

Product 1

HCID 20154602HCID 20154602, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

A solution of 71 ml of ethyl 4-chloro-3-oxobutyrate in 165 ml of toluene is added to a boiling solution of 73 ml of propionic acid and 132 ml of triethylamine in 833 ml of toluene in the course of 30 minutes. The mixture is boiled under reflux for 90 minutes and then cooled, the triethylamine hydrochloride which has precipitated out is filtered off with suction and extracted twice with 300 ml of water each time and the solvent is distilled off in vacuo. The residue is subjected to fractional distillation under a high vacuum.

Workup

  1. temperatureunder reflux for 90 minutes
  2. temperaturecooled
  3. customthe triethylamine hydrochloride which has precipitated out
  4. filtrationis filtered off with suction
  5. extractionextracted twice with 300 ml of water each time
  6. distillationthe solvent is distilled off in vacuo
  7. distillationThe residue is subjected to fractional distillation under a high vacuum

Sources & evidence

ORD record
ord-a79d40671c4c4e288aeac6786dd9ba57
Source dataset
uspto-grants-1988_01
Patent number
US04720572

Reaction notes

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