Ethyl Acetate → HCID 22387088, compound

HRID 900302Notes

Reaction equation

HRID 900302 reaction equation
[CH2:1]([C:4]1[CH:5](O)[C:6](=[O:9])[O:7][CH:8]=1)[CH2:2][CH3:3].C(OCC)(=[O:13])C>[Pd]>[OH:13][C:8]1[O:7][C:6](=[O:9])[CH2:5][C:4]=1[CH2:1][CH2:2][CH3:3]

Participants

4

Reactant 2

HCID 8857Ethyl AcetateHCID 66725910HCID 66725910, compound

Product 1

HCID 22387088HCID 22387088, compound

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Conditions

Temperature
25 °C

Procedure

5-hydroxy4-propyl-5H-furan-2-one 373 (15 g, 0.1 mol), ethyl acetate (260 ml) and Pd/C 5% are placed in a Parr apparatus. The mixture is degassed, and hydrogen is introduced at a pressure of 35 psi. This mixture is then stirred vigorously at 25° C. for 2 h. After filtration on celite, the solvent is removed under reduced pressure at 50° C. to give the 5-hydroxy-4-propyl-furan-2-one as a crude product (100% yield). LC/MS: 145 (MH+).

Workup

  1. customThe mixture is degassed
  2. additionhydrogen is introduced at a pressure of 35 psi
  3. filtrationAfter filtration on celite
  4. customthe solvent is removed under reduced pressure at 50° C.

Sources & evidence

ORD record
ord-df597315af3d44a5987a66e17b7679a7
Source dataset
uspto-grants-2008_04
Patent number
US07358276B2

Reaction notes

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