Potassium Hydroxide → HCID 58307561, compound

HRID 1516457Notes

Reaction equation

HRID 1516457 reaction equation
[OH-:1].[K+].[F:3][C:4]1[C:16]2[O:17][CH2:18][CH2:19][C:15]=2[C:14]2[C:13]3[CH2:12][CH2:11][NH:10][C:9](=[O:20])[C:8]=3[NH:7][C:6]=2[CH:5]=1>C(O)C>[NH2:10][CH2:11][CH2:12][C:13]1[C:14]2[C:6](=[CH:5][C:4]([F:3])=[C:16]3[C:15]=2[CH2:19][CH2:18][O:17]3)[NH:7][C:8]=1[C:9]([OH:20])=[O:1]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 58307562HCID 58307562, compound

Product 1

HCID 58307561HCID 58307561, compoundYield 47.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a stirring solution of KOH (214 mg, 3.82 mmol) in ethanol (50%), compound 10 (108 mg, 0.438 mmol) was added. It was refluxed for 6 h and kept overnight at room temperature. The solvent was removed and water was added to the residue thus obtained. It was filtered and acidified with acetic acid. The solid obtained was washed with water. The filtrate was again extracted with ethyl acetate. The organic layer was concentrated to yield the desired compound 11 (55 mg, yield 47.45%).

Workup

  1. temperatureIt was refluxed for 6 h
  2. customThe solvent was removed
  3. additionwater was added to the residue
  4. customthus obtained
  5. filtrationIt was filtered
  6. customThe solid obtained
  7. washwas washed with water
  8. extractionThe filtrate was again extracted with ethyl acetate
  9. concentrationThe organic layer was concentrated

Sources & evidence

ORD record
ord-31e4c8715c754e5c88aa236776e620ed
Source dataset
uspto-grants-2012_07
Patent number
US08227501B2

Reaction notes

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