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Lithium hydroxide, monohydrate → HCID 59553060, compound

HRID 1943614
Notes
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Reaction equation

HRID 1943614 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
ParticipantsProcedureWorkupSources & evidenceReaction notes

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-7d939d413116403dbbc36dfe444edad9
Source dataset
uspto-grants-2013_03
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08394797B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes