Acetic Acid → 3-Bromo-7-fluoro-1-benzofuran

HRID 260236Notes

Reaction equation

HRID 260236 reaction equation
[OH-].[K+].Br[CH:4]1[O:8][C:7]2[C:9]([F:13])=[CH:10][CH:11]=[CH:12][C:6]=2[CH:5]1[Br:14].C(O)(=O)C>C(O)C>[Br:14][C:5]1[C:6]2[CH:12]=[CH:11][CH:10]=[C:9]([F:13])[C:7]=2[O:8][CH:4]=1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 14797Potassium HydroxideHCID 15158727HCID 15158727, compound

Product 1

HCID 151587283-Bromo-7-fluoro-1-benzofuranYield 97.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of potassium hydroxide (12.7 g) in ethanol (180 ml) was slowly added the product obtained in Step 1 (34 g) and stirred for 3 hours. The resulting solution was neutralized by acetic acid, then extracted with ether. The organic layer was washed with successive water and saturated aqueous NaCl solution. After drying over anhydrous sodium sulfate, ether was removed in vacuo to give 24.1 g of the objective compound.

Workup

  1. extractionextracted with ether
  2. washThe organic layer was washed with successive water and saturated aqueous NaCl solution
  3. dry with materialAfter drying over anhydrous sodium sulfate, ether
  4. customwas removed in vacuo

Sources & evidence

ORD record
ord-1c00bc0a59c447589405176ba475b378
Source dataset
uspto-grants-1996_06
Patent number
USRE035279

Reaction notes

Loading…