Sodium Hydroxide → HCID 57652715, compound

HRID 1013267Notes

Reaction equation

HRID 1013267 reaction equation
C[O:2][C:3]([C:5]1[CH:6]=[C:7]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2[O:22][CH3:23])[CH:8]=[C:9]([N:11]2[CH:15]=[N:14][N:13]=[N:12]2)[CH:10]=1)=[O:4].[OH-].[Na+]>CO>[CH3:23][O:22][C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=1[C:7]1[CH:8]=[C:9]([N:11]2[CH:15]=[N:14][N:13]=[N:12]2)[CH:10]=[C:5]([C:3]([OH:4])=[O:2])[CH:6]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 57652729HCID 57652729, compound

Product 1

HCID 57652715HCID 57652715, compoundYield 51.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 2′-methoxy-5-tetrazol-1-yl-biphenyl-3-carboxylic acid methyl ester (8.6 g, 27.7 mmol), 3N aqueous NaOH (28.5 mL) and MeOH (28.5 mL) was stirred at room temperature for 18 hours. The reaction mixture was filtered and the collected solid was partitioned between 1N aqueous HCl and methylene chloride. A white precipitate formed in the methylene chloride layer and was collected by filtration, washed with water and methylene chloride, and dried to give 4.2 g (46%) of 2′-methoxy-5-tetrazol-1-yl-biphenyl-3-carboxylic acid, MP=214.0-215.3° C., MS (M+H)=297.

Workup

  1. filtrationThe reaction mixture was filtered
  2. customthe collected solid was partitioned between 1N aqueous HCl and methylene chloride
  3. customA white precipitate formed in the methylene chloride layer
  4. filtrationwas collected by filtration
  5. washwashed with water and methylene chloride
  6. customdried

Sources & evidence

ORD record
ord-3c7619e294f04665802dbb69ae431d05
Source dataset
uspto-grants-2011_07
Patent number
US07981914B2

Reaction notes

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