Water → Furan-2-acetic acid

HRID 413464

Reaction equation

HRID 413464 reaction equation
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][C:7]#N.[OH-:9].[K+].[OH2:11]>>[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][C:7]([OH:11])=[O:9]

Participants

4

Reactant 3

HCID 962WaterHCID 14797Potassium HydroxideHCID 109095152-Furanacetonitrile

Product 1

HCID 75974Furan-2-acetic acid

Procedure

A mixture of 2-furanacetonitrile (6.14 g), KOH (4.0 g), and water (25 mL) was refluxed for 1 hour and then cooled. Following extraction with ether, the aqueous layer was acidified to pH 2.0 with concentrated aqueous HCl. This solution was extracted with ether, and the organic phase was dried over MgSO4 and evaporated under vacuum to yield 2-furanacetic acid. The structure of the product was confirmed by NMR.

Workup

  1. temperaturewas refluxed for 1 hour
  2. temperaturecooled
  3. extractionextraction with ether
  4. extractionThis solution was extracted with ether
  5. dry with materialthe organic phase was dried over MgSO4
  6. customevaporated under vacuum

Sources & evidence

ORD record
ord-dc1b7ed696e7453f8c2cfc7d65c6a3d5
Source dataset
uspto-grants-2003_05
Patent number
US06566508B2

Linked notes

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