Sodium Hydroxide → 7,8-dihydrocyclopenta[e]indazol-6(3H)-one

HRID 2076354Notes

Reaction equation

HRID 2076354 reaction equation
C([N:4]1[C:12]2[CH:11]=[CH:10][C:9]3[C:13](=[O:16])[CH2:14][CH2:15][C:8]=3[C:7]=2[CH:6]=[N:5]1)(=O)C.[OH-].[Na+]>CO>[CH:6]1[C:7]2[C:8]3[CH2:15][CH2:14][C:13](=[O:16])[C:9]=3[CH:10]=[CH:11][C:12]=2[NH:4][N:5]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 593972373-acetyl-7,8-dihydrocyclopenta[e]indazol-6(3H)-one

Product 1

HCID 593972447,8-dihydrocyclopenta[e]indazol-6(3H)-one

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a suspension of 3-acetyl-7,8-dihydrocyclopenta[e]indazol-6(3H) -one (9.19 g, 42.9 mmol) in methanol (250 mL) was added 1N aqueous sodium hydroxide (55.6 mL, 55.6 mmol). The resulting brown solution was stirred at room temperature for 1 hour. The methanol was evaporated under vacuum and the residue was diluted with water (250 mL) and adjusted to pH 4 with 6N aqueous HCl. The resulting precipitate was isolated by filtration, washed thoroughly with water and dried under vacuum to give 7,8-dihydrocyclopenta[e]indazol-6(3H)-one as a yellow solid.

Workup

  1. customThe methanol was evaporated under vacuum
  2. additionthe residue was diluted with water (250 mL)
  3. customThe resulting precipitate was isolated by filtration
  4. washwashed thoroughly with water
  5. customdried under vacuum

Sources & evidence

ORD record
ord-9caedb3db3c044479e916098435c104d
Source dataset
uspto-grants-2011_04
Patent number
US07923568B2

Reaction notes

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