5-Hydroxymethyl-3-furancarboxylic acid ethyl ester → Ethyl 5-formylfuran-3-carboxylate

HRID 332617Notes

Reaction equation

HRID 332617 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[CH:10]=[C:9]([CH2:11][OH:12])[O:8][CH:7]=1)=[O:5])[CH3:2]>ClCCl.[O-2].[O-2].[Mn+4]>[CH2:1]([O:3][C:4]([C:6]1[CH:10]=[C:9]([CH:11]=[O:12])[O:8][CH:7]=1)=[O:5])[CH3:2]

Participants

4

Reactant 1

HCID 594787365-Hydroxymethyl-3-furancarboxylic acid ethyl ester

Product 1

HCID 10964904Ethyl 5-formylfuran-3-carboxylateYield 77.3%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

5-Hydroxymethyl-3-furancarboxylic acid ethyl ester (0.34 g, 2.0 mmol) was dissolved in dichloromethane (20 mL), manganese dioxide (1.4 g, 15.9 mmol) was added, and the mixture was stirred overnight. The reaction mixture was filtered through celite, and the solvent was evaporated under reduced pressure to give the title compound (0.26 g).

Workup

  1. filtrationThe reaction mixture was filtered through celite
  2. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-a5af19dec599455f9b009cffcde12477
Source dataset
uspto-grants-2014_11
Patent number
US08877805B2

Reaction notes

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