Sodium Hydroxide → 2-(4-Methoxybenzyl)-2h-tetrazole-5-carboxylic acid

HRID 1469680Notes

Reaction equation

HRID 1469680 reaction equation
C([O:3][C:4]([C:6]1[N:7]=[N:8][N:9]([CH2:11][C:12]2[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=2)[N:10]=1)=[O:5])C.[OH-].[Na+]>C(O)C>[CH3:19][O:18][C:15]1[CH:14]=[CH:13][C:12]([CH2:11][N:9]2[N:8]=[N:7][C:6]([C:4]([OH:5])=[O:3])=[N:10]2)=[CH:17][CH:16]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 13596243ethyl 2-(4-methoxybenzyl)-2H-tetrazole-5-carboxylate

Product 1

HCID 135962442-(4-Methoxybenzyl)-2h-tetrazole-5-carboxylic acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Next, to a solution of 2-(4-methoxy-benzyl)-2H-tetrazole-5-carboxylic acid ethyl ester (1.5 g, 5.72 mmol) in ethanol (10 mL) is added 1N NaOH (10 mL, 10 mmol) and the mixture is stirred at room temperature for 2 hours. The solvent is removed under reduced pressure and the mixture acidified with 1N HCl. The mixture is extracted with EtOAc and the organic phase is washed with brine and dried over MgSO4. The solvent is removed under reduced pressure to give the title compound; HPLC Retention time 0.73 minutes (condition C): MS 233.2 (M−1).

Workup

  1. customThe solvent is removed under reduced pressure
  2. extractionThe mixture is extracted with EtOAc
  3. washthe organic phase is washed with brine
  4. dry with materialdried over MgSO4
  5. customThe solvent is removed under reduced pressure

Sources & evidence

ORD record
ord-fa6497af2e0745178139b8a041e3709a
Source dataset
uspto-grants-2015_04
Patent number
US09006249B2

Reaction notes

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