Water → Furan-2-acetic acid

HRID 1504297

Reaction equation

HRID 1504297 reaction equation
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][C:7]#N.[OH-:9].[K+].[OH2:11]>C(OCC)C>[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][C:7]([OH:11])=[O:9]

Participants

5

Procedure

2-(Furan-2-yl)acetonitrile was suspended in 300 mL of distilled water, mixed with 50 g (0.89 mmol) of potassium hydroxide and heated for 4 hours under reflux. After completion of the reaction, the reaction solution was diluted with diethyl ether and separated. The resulting aqueous layer was acidified with concentrated hydrochloric acid and extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium chloride, dried over anhydrous magnesium sulfate and filtered, and the filtrate was concentrated under reduced pressure to give 25.2 g of the desired product.

Workup

  1. temperatureheated for 4 hours
  2. temperatureunder reflux
  3. customAfter completion of the reaction
  4. customseparated
  5. extractionextracted with ethyl acetate
  6. washThe organic layer was washed with saturated aqueous sodium chloride
  7. dry with materialdried over anhydrous magnesium sulfate
  8. filtrationfiltered
  9. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-deaf3f2d8af742a6bf8d4ad1110274b8
Source dataset
uspto-grants-2015_12
Patent number
US09212348B2

Linked notes

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