Hydrochloric Acid → HCID 21914987, compound

HRID 2117889Notes

Reaction equation

HRID 2117889 reaction equation
CC1[O:3][C:4](=[O:16])/[C:5](=[CH:7]/[C:8]2[CH:13]=[CH:12][C:11]([S:14][CH3:15])=[CH:10][CH:9]=2)/N=1.Cl.[O:18]1CCOCC1>>[CH3:15][S:14][C:11]1[CH:12]=[CH:13][C:8]([CH2:7][C:5](=[O:18])[C:4]([OH:3])=[O:16])=[CH:9][CH:10]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 21914847HCID 21914847, compound

Product 1

HCID 21914987HCID 21914987, compound

Procedure

(4Z)-2-Methyl-4-(4-(methylsulfanyl)benzylidene)-1,3-oxazol-5(4H)-one (17.5 g), 1,4-dioxane (100 ml) and 4N-hydrochloric acid (27 ml) were combined. The reaction mixture was refluxed for 3 hours. After cooled to room temperature, the mixture was concentrated in vacuo. Ethyl acetate and water were added to the residue, and the precipitate was filtered in vacuo to give 3-(4-(methylsulfanyl)phenyl)-2-oxopropanoic acid (6.7 g) as a pale brown solid.

Workup

  1. temperatureThe reaction mixture was refluxed for 3 hours
  2. concentrationthe mixture was concentrated in vacuo
  3. additionEthyl acetate and water were added to the residue
  4. filtrationthe precipitate was filtered in vacuo

Sources & evidence

ORD record
ord-77b233a0d42446a69fad16c94d3b973b
Source dataset
uspto-grants-2008_10
Patent number
US07442715B2

Reaction notes

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