ethyl 2-(4-oxo-4H-pyran-3-yloxy)acetate → 2-(4-oxo-4H-pyran-3-yloxy)acetic acid monohydrate

HRID 426993Notes

Reaction equation

HRID 426993 reaction equation
[O:1]=[C:2]1[CH:7]=[CH:6][O:5][CH:4]=[C:3]1[O:8][CH2:9][C:10]([O:12]CC)=[O:11]>Cl>[OH2:1].[O:1]=[C:2]1[CH:7]=[CH:6][O:5][CH:4]=[C:3]1[O:8][CH2:9][C:10]([OH:12])=[O:11]

Participants

3

Reactant 1

HCID 20544471ethyl 2-(4-oxo-4H-pyran-3-yloxy)acetate

Product 1

HCID 867366832-(4-oxo-4H-pyran-3-yloxy)acetic acid monohydrateYield 1.9%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A mixture of ethyl 2-(4-oxo-4H-pyran-3-yloxy)acetate (198 g) in 10% hydrochloric acid (10 ml) was heated at 70° to 75° C. for an hour under stirring. The reaction mixture was cooled and concentrated to the volume of about 5 ml. Precipitated crystals were collected by filtration, washed with water and dried to give crystals (1.8 g) of 2-(4-oxo-4H-pyran-3-yloxy)acetic acid monohydrate, mp 155° to 157° C.

Workup

  1. temperaturewas heated at 70° to 75° C. for an hour
  2. temperatureThe reaction mixture was cooled
  3. concentrationconcentrated to the volume of about 5 ml
  4. customPrecipitated crystals
  5. filtrationwere collected by filtration
  6. washwashed with water
  7. customdried

Sources & evidence

ORD record
ord-375e7a9ca79248ebb0284e38826aab0f
Source dataset
uspto-grants-1979_10
Patent number
US04172198

Reaction notes

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