Lithium hydroxide, monohydrate → HCID 59553060, compound

HRID 1170859Notes

Reaction equation

HRID 1170859 reaction equation
O[Li].O.[C:4]1([N:10]2[C:18]3[CH2:17][CH2:16][CH2:15][CH:14]([CH2:19][C:20]([O:22]CC)=[O:21])[C:13]=3[CH:12]=[N:11]2)[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1>O.CO>[C:4]1([N:10]2[C:18]3[CH2:17][CH2:16][CH2:15][CH:14]([CH2:19][C:20]([OH:22])=[O:21])[C:13]=3[CH:12]=[N:11]2)[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1

Participants

5

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 23112896ethyl 2-(4,5,6,7-tetrahydro-1-phenyl-1H-indazol-4-yl)acetate

Product 1

HCID 59553060HCID 59553060, compoundYield 55.8%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

LiOH.H2O (120 mg, 2.85 mmol), dissolved in 1 ml of water, is added to a solution of ethyl 2-(4,5,6,7-tetrahydro-1-phenyl-1H-indazol-4-yl)acetate (808 mg, 2.85 mmol) in methanol (20 mL) and is stirred at room temperature for 1 hour following the reaction by means of TLC. The methanol is evaporated under reduced pressure, the residue is suspended in water and acidified with diluted HCl forming a pulp that is extracted with ethyl acetate. The organic phase is washed with water, dried and evaporated at reduced pressure, giving 2-(4,5,6,7-tetrahydro-1-phenyl-1H-indazol-4-yl)acetic acid (410 mg, 1.59 mmol, 53%, solid).

Workup

  1. customthe reaction by means of TLC
  2. customThe methanol is evaporated under reduced pressure
  3. extractionis extracted with ethyl acetate
  4. washThe organic phase is washed with water
  5. customdried
  6. customevaporated at reduced pressure

Sources & evidence

ORD record
ord-843c1f550a7a4289974712667b89096e
Source dataset
uspto-grants-2010_11
Patent number
US07829559B2

Reaction notes

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