Sodium Hydroxide → HCID 18986252, compound

HRID 2396846Notes

Reaction equation

HRID 2396846 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][C:10]=1[C:11]([F:14])([F:13])[F:12])[NH:7][C:6]([C:15]([O:17]CC)=[O:16])=[CH:5]2.[OH-].[Na+]>C(O)C>[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][C:10]=1[C:11]([F:14])([F:13])[F:12])[NH:7][C:6]([C:15]([OH:17])=[O:16])=[CH:5]2

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 18986312HCID 18986312, compound

Product 1

HCID 18986252HCID 18986252, compoundYield 90.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 1.85 g of ethyl 5-fluoro-6-trifluoromethylindole-2-carboxylate in 60 ml of ethanol was treated with 30 ml of 2N sodium hydroxide solution and stirred at room temperature for 1 hour. The alcohol was evaporated and the solution was adjusted to pH 1 with 2N hydrochloric acid. The separated crystals were isolated, washed with water and dried. There were obtained 1.5 g (90%) of 5-fluoro-6-trifluoromethylindole-2-carboxylic acid as brown crystals with m.p. 178°-180°.

Workup

  1. customThe alcohol was evaporated
  2. customThe separated crystals were isolated
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-cdc326e5a89f40c2b43c116243168cf5
Source dataset
uspto-grants-1996_02
Patent number
US05494928

Reaction notes

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