Sodium Hydroxide → 2-bromo-4H-furo[3,2-b]pyrrole-5-carboxylic acid

HRID 1368969Notes

Reaction equation

HRID 1368969 reaction equation
C([O:3][C:4]([C:6]1[NH:10][C:9]2[CH:11]=[C:12]([Br:14])[O:13][C:8]=2[CH:7]=1)=[O:5])C.[OH-].[Na+]>C(O)C>[Br:14][C:12]1[O:13][C:8]2[CH:7]=[C:6]([C:4]([OH:5])=[O:3])[NH:10][C:9]=2[CH:11]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 12733394Ethyl 2-bromo-4H-furo[3,2-b]pyrrole-5-carboxylate

Product 1

HCID 225565062-bromo-4H-furo[3,2-b]pyrrole-5-carboxylic acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2-Bromo-4H-furo[3,2-b]pyrrole-5-carboxylic acid ethyl ester (Krutosikova, A.; Kovac, J.; Dandarova, M.; Lesko, J.; Ferik, S., Collect. Czech. Chem. Commun., 46: 2564-2573 (1981)) was hydrolyzed according to Procedure E (4 equiv 2 N NaOH, ethanol; reflux 5h, room temperature overnight; after concentration to remove ethanol, residue partitioned between ethyl acetate and 2 N HCl; combined organic phases dried over Na2SO4; no purification).

Workup

  1. custom, Collect
  2. concentrationafter concentration
  3. customto remove ethanol, residue
  4. custompartitioned between ethyl acetate and 2 N HCl
  5. dry with materialcombined organic phases dried over Na2SO4
  6. customno purification)

Sources & evidence

ORD record
ord-06de5db702b04305939baa9022d59d2d
Source dataset
uspto-grants-2003_06
Patent number
US06576653B2

Reaction notes

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