Sodium Hydroxide → HCID 67793081, compound

HRID 982073Notes

Reaction equation

HRID 982073 reaction equation
[C:1]1([C:7]2[C:11]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)=[C:10]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[N:9]([CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][C:32]([O:34]C)=[O:33])[N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-].[Na+]>CO>[OH2:33].[C:1]1([C:7]2[C:11]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)=[C:10]([C:18]3[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=3)[N:9]([CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][C:32]([OH:34])=[O:33])[N:8]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 15725722HCID 15725722, compound

Product 1

HCID 67793081HCID 67793081, compoundYield 172.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of methyl 3,4,5-triphenyl-lH-pyrazol-1-nonanoate (3.45 g, 7.4 mmol), 5 N sodium hydroxide solution (4.44 mL, 22 mmol) and methanol (60 mL) was heated at reflux for 1 hour. The solvent was evaporated, the residue diluted with water and 2 N hydrochloric acid solution added until pH =1. A yellow solid was filtered off and recrystallized from dichloromethane/hexane to afford 3,4,5-triphenyl-lH-pyrazol-1-nonanoic acid hydrate (3 g, 89%); m.p. =110°-112° C. MS(CI): m/e =453 (MH+).

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 1 hour
  3. customThe solvent was evaporated
  4. additionthe residue diluted with water and 2 N hydrochloric acid solution
  5. additionadded until pH =1
  6. filtrationA yellow solid was filtered off
  7. customrecrystallized from dichloromethane/hexane

Sources & evidence

ORD record
ord-9501f23aeba84091b64d6d6f1267b0cd
Source dataset
uspto-grants-1991_02
Patent number
US04994482

Reaction notes

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