HCID 53896402, compound → HCID 54042363, compound

HRID 581991Notes

Reaction equation

HRID 581991 reaction equation
[CH3:1][O:2][C:3]1[CH:11]=[C:10]2[C:6]([C:7]([C:13]([O:15]C)=[O:14])=[CH:8][N:9]2[CH3:12])=[CH:5][C:4]=1[C:17]([F:20])([F:19])[F:18]>[OH-].[Na+].CO.O>[CH3:1][O:2][C:3]1[CH:11]=[C:10]2[C:6]([C:7]([C:13]([OH:15])=[O:14])=[CH:8][N:9]2[CH3:12])=[CH:5][C:4]=1[C:17]([F:20])([F:18])[F:19]

Participants

5

Reactant 1

HCID 53896402HCID 53896402, compound

Product 1

HCID 54042363HCID 54042363, compoundYield 88%

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 962WaterSolventHCID 14798Sodium HydroxideSolvent

Procedure

The trifluoromethylindole ester (D25, 0.67 g, 2.33 mmol) was heated under reflux in a mixture of 10% aqueous sodium hydroxide (5 ml) and methanol (10 ml) for 30 min. The mixture was then diluted with water to dissolve all solid and extracted with dichloromethane. The aqueous phase was acidified with 5M hydrochloric acid and the precipitate was filtered off and dried to give the title compound (0.56 g, 88%), mp. >247° C. (decomp.)

Workup

  1. dissolutionto dissolve all solid
  2. extractionextracted with dichloromethane
  3. filtrationthe precipitate was filtered off
  4. customdried

Sources & evidence

ORD record
ord-22a8ae4bfffc4bb4950eb25477649dae
Source dataset
uspto-grants-1999_07
Patent number
US05922733

Reaction notes

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