Water → Ethyl 5-methylfuran-3-carboxylate

HRID 1952855Notes

Reaction equation

HRID 1952855 reaction equation
[CH:1]([CH:3]([CH2:9][C:10]([CH3:12])=[O:11])[C:4]([O:6][CH2:7][CH3:8])=[O:5])=O.O>C1C=CC=CC=1>[CH3:12][C:10]1[O:11][CH:1]=[C:3]([C:4]([O:6][CH2:7][CH3:8])=[O:5])[CH:9]=1

Participants

4

Reactant 2

HCID 962WaterHCID 23301347Ethyl 2-formyl-4-oxopentanoate

Product 1

HCID 12332585Ethyl 5-methylfuran-3-carboxylate

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

The abovementioned mixture of ethyl 2-formyllevulinate and its diethyl ketal was dissolved in benzene, the catalyst was added, and the resulting solution was refluxed with a Dean-Stark trap for 3-3.5 h until the water was completely removed. The reaction mixture was then distilled under reduced pressure, resulting in 15 g (97 mmol) of ethyl 5-methylfuran-3-carboxylate, boiling point 97° C./15 mm Hg.

Workup

  1. additionthe catalyst was added
  2. customwas completely removed
  3. distillationThe reaction mixture was then distilled under reduced pressure

Sources & evidence

ORD record
ord-7cf28bb1cf2a4723afdebdb54eda7538
Source dataset
uspto-grants-2000_09
Patent number
US06114358

Reaction notes

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