Water → 86793-66-0

HRID 280625Notes

Reaction equation

HRID 280625 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[O:9][C:8]([C:10]#N)=[C:7]([CH2:12][CH3:13])[C:6]=2[CH:14]=1.[OH-:15].[K+].[OH2:17]>C(O)C>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[O:9][C:8]([C:10]([OH:17])=[O:15])=[C:7]([CH2:12][CH3:13])[C:6]=2[CH:14]=1

Participants

5

Reactant 3

HCID 962WaterHCID 14797Potassium HydroxideHCID 23320940HCID 23320940, compound

Product 1

HCID 2332089186793-66-0

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 5-bromo-3-ethylbenzofuran-2-carbonitrile (2.00 g), potassium hydroxide (1.00 g), water (10 ml) and ethanol (0.5 ml) was heated under reflux for 48 hours and then the solvent was evaporated. The residue was dissolved in water and the solution was filtered and acidified with 2N hydrochloric acid. The solid was filtered off, washed with water and dried to give 5-bromo-3-ethylbenzofuran-2-carboxylic acid (2.01 g) which had m.p. 240°-242° after crystallisation from methanol/H2O.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 48 hours
  3. customthe solvent was evaporated
  4. dissolutionThe residue was dissolved in water
  5. filtrationthe solution was filtered
  6. filtrationThe solid was filtered off
  7. washwashed with water
  8. customdried

Sources & evidence

ORD record
ord-2f8a87956d3b4e709236744aa13c0038
Source dataset
uspto-grants-1986_05
Patent number
US04590200

Reaction notes

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