Hydrochloric Acid → 6,6-diphenyl-6,7-dihydro-1H-indazole-3-carboxylic acid

HRID 1243821Notes

Reaction equation

HRID 1243821 reaction equation
[C:1]1([C:7]2([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[CH2:15][C:14]3[NH:13][N:12]=[C:11]([C:16]([O:18]CC)=[O:17])[C:10]=3[CH:9]=[CH:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl>C(O)C.[OH-].[Na+]>[C:21]1([C:7]2([C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)[CH2:15][C:14]3[NH:13][N:12]=[C:11]([C:16]([OH:18])=[O:17])[C:10]=3[CH:9]=[CH:8]2)[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 9841070ethyl 6,6-diphenyl-6,7-dihydro-2H-indazole-3-carboxylate

Product 1

HCID 219286736,6-diphenyl-6,7-dihydro-1H-indazole-3-carboxylic acidYield 80.6%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

A solution of 2 g of ethyl 6,6-diphenyl-6,7-dihydro-1H-indazole-3-carboxylate in 20 cm3 of ethanol and 8.7 cm3 of 1N sodium hydroxide solution are heated for 3 hours at a temperature in the region of 70° C. The ethanol is then removed under reduced pressure to give a solution, which is acidified to a pH in the region of 3 by addition of 1N hydrochloric acid. The resulting mixture is filtered to give 1.48 g of 6,6-diphenyl-6,7-dihydro-1H-indazole-3-carboxylic acid in the form of a white solid, the characteristics of which are as follows:

Workup

  1. customThe ethanol is then removed under reduced pressure
  2. customto give a solution, which
  3. filtrationThe resulting mixture is filtered

Sources & evidence

ORD record
ord-bc8f4aee641846989db2b667dbad70e3
Source dataset
uspto-grants-2006_10
Patent number
US07119115B2

Reaction notes

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