Potassium Hydroxide → HCID 18624195, compound

HRID 1860682Notes

Reaction equation

HRID 1860682 reaction equation
C([O:3][C:4](=[O:21])[CH:5](C#N)[C:6]([CH2:10][C:11]1[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[CH:13][CH:12]=1)([CH3:9])[CH:7]=[CH2:8])C.[OH-].[K+].Cl.O>C(O)CO>[CH3:18][O:17][C:14]1[CH:15]=[CH:16][C:11]([CH2:10][C:6]([CH3:9])([CH:7]=[CH2:8])[CH2:5][C:4]([OH:21])=[O:3])=[CH:12][CH:13]=1

Participants

5

Reactant 3

HCID 14797Potassium HydroxideHCID 21885828Hydrate;hydrochlorideHCID 22978424HCID 22978424, compound

Product 1

HCID 18624195HCID 18624195, compound

Reagents, catalysts & solvents 1

HCID 174Ethylene GlycolSolvent

Procedure

A mixture of the product prepared in STEP 2 (5.8 g), ethylene glycol (15 mg) and KOH (5.6 g) was heated at 150 degrees for two days under nitrogen. The solution was cooled to room temperature and poured into 1% hydrochloric acid/water (200 ml). The aqueous portion was extracted well with ethyl acetate and the combined organic extract was washed with water, brine and dried over MgSO4. Solvent was removed to give the crude product that was used without further purification. The 1H NMR was consistent with the proposed structure.

Workup

  1. temperaturewas heated at 150 degrees for two days under nitrogen
  2. extractionThe aqueous portion was extracted well with ethyl acetate
  3. extractionthe combined organic extract
  4. washwas washed with water, brine
  5. dry with materialdried over MgSO4
  6. customSolvent was removed

Sources & evidence

ORD record
ord-e7fce1c3a2e94e599bf87d63f0c371c6
Source dataset
uspto-grants-2003_03
Patent number
US06531494B1

Reaction notes

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