Potassium Hydroxide → HCID 59389339, compound

HRID 2357917Notes

Reaction equation

HRID 2357917 reaction equation
[CH2:1]([C:3]1[CH:24]=[C:6]2[C:7]([C:11](=[O:23])[CH:12](C(OC)=O)[CH2:13][C:14]([O:16]CC)=[O:15])=[CH:8][CH:9]=[CH:10][N:5]2[N:4]=1)[CH3:2].[OH-].[K+]>Br>[CH2:1]([C:3]1[CH:24]=[C:6]2[C:7]([C:11](=[O:23])[CH2:12][CH2:13][C:14]([OH:16])=[O:15])=[CH:8][CH:9]=[CH:10][N:5]2[N:4]=1)[CH3:2]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 59389387HCID 59389387, compound

Product 1

HCID 59389339HCID 59389339, compound

Reagents, catalysts & solvents 1

HCID 260Hydrogen BromideSolvent

Conditions

Temperature
130 °C

Procedure

The compound of Example 182 (as a mixture) was dissolved in 47% hydrobromic acid (20 mL) and the mixture was stirred at 130° C. for 1 hour. After cooling, a 20% aqueous potassium hydroxide solution was added to make the mixture basic. The mixture was then washed with diethyl ether and diluted hydrochloric acid was added to make the aqueous layer acidic. The mixture was extracted with ethyl acetate and the organic layer was washed with water and saturated brine and dried over anhydrous sodium sulfate. Evaporation of the solvent afforded a pale yellow powder. The crude product was used in the subsequent reaction without further purification.

Workup

  1. temperatureAfter cooling
  2. washThe mixture was then washed with diethyl ether and diluted hydrochloric acid
  3. additionwas added
  4. extractionThe mixture was extracted with ethyl acetate
  5. washthe organic layer was washed with water and saturated brine
  6. dry with materialdried over anhydrous sodium sulfate
  7. customEvaporation of the solvent
  8. customafforded a pale yellow powder

Sources & evidence

ORD record
ord-fff817f2b3034cf8b8c71ce7459f479b
Source dataset
uspto-grants-2010_07
Patent number
US07763617B2

Reaction notes

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