Water ethanol → HCID 86736526, compound

HRID 262162Notes

Reaction equation

HRID 262162 reaction equation
C([C:4]1([C:13](=[O:15])[CH3:14])[CH2:9][O:8][C:7](=[O:10])[C:6](=O)[C:5]1=[O:12])(=O)C.[H][H].[CH2:18](O)[CH3:19].[OH2:21]>[Pt]=O>[C:13]([CH:4]1[C:5]([OH:12])=[C:6]([CH2:18][CH3:19])[C:7](=[O:10])[O:8][C:9]1=[O:21])(=[O:15])[CH3:14]

Participants

5

Reactant 3

HCID 19096565Water ethanolHCID 21320344HCID 21320344, compoundHCID 178418361HCID 178418361, compound2×

Product 1

HCID 86736526HCID 86736526, compound

Reagents, catalysts & solvents 1

HCID 82844Platinum oxide (PtO)Catalyst

Procedure

A mixture of 2.14 g (0.01 m) of diacetyltetrahydropyrantrione (prepared by the method of J. Chem. Soc., 2721 (1971) and Ann., 273 194 (1893), Belgian Pat. No. 835,266) in 200 ml of ethanol:water (1:3) was shaken at 60 psi of hydrogen in the presence of prereduced platinum oxide catalyst (0.4 g) until hydrogen uptake was complete. The catalyst was removed by filtration. The filtrate was concentrated. The residue was recrystallized from ethyl acetate to give 3-acetyl-5-ethyl-4-hydroxy-2H-pyran-2,6-(3H)-dione, m.p. 212°. The same material was obtained when the catalyst employed was 0.6 g palladium black.

Workup

  1. customprepared by the method of J
  2. customThe catalyst was removed by filtration
  3. concentrationThe filtrate was concentrated
  4. customThe residue was recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-93b44de3deb94b3b813bc253bc3e8fc1
Source dataset
uspto-grants-1979_05
Patent number
US04153720

Reaction notes

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