Sodium Hydroxide → HCID 59334938, compound

HRID 1510329Notes

Reaction equation

HRID 1510329 reaction equation
FC(F)(F)[C:3]([C:5]1[C:13]2[C:8](=[CH:9][C:10]([N+:14]([O-:16])=[O:15])=[CH:11][CH:12]=2)[N:7]([CH3:17])[CH:6]=1)=[O:4].[OH-:20].[Na+]>O>[CH3:17][N:7]1[C:8]2[C:13](=[CH:12][CH:11]=[C:10]([N+:14]([O-:16])=[O:15])[CH:9]=2)[C:5]([C:3]([OH:4])=[O:20])=[CH:6]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 59335033HCID 59335033, compound

Product 1

HCID 59334938HCID 59334938, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

1.87 g of 2,2,2-trifluoro-1-(1-methyl-6-nitro-1H-indol-3-yl)-ethanone are combined with 32 ml of 6 N sodium hydroxide solution and refluxed for 3 hours. After cooling to ambient temperature the mixture is diluted with water and washed with ethyl acetate. Then by careful addition of 3 N hydrochloric acid the mixture is adjusted to pH 2 and extracted twice with ethyl acetate. The combined organic phases are dried on magnesium sulphate and the solvents are eliminated in vacuo.

Workup

  1. temperaturerefluxed for 3 hours
  2. washwashed with ethyl acetate
  3. additionThen by careful addition of 3 N hydrochloric acid the mixture
  4. extractionextracted twice with ethyl acetate
  5. customThe combined organic phases are dried on magnesium sulphate

Sources & evidence

ORD record
ord-26e7d044f98749858f788a13fa79d06d
Source dataset
uspto-grants-2012_07
Patent number
US08211923B2

Reaction notes

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