Potassium Hydroxide → HCID 23677909, compound

HRID 325738Notes

Reaction equation

HRID 325738 reaction equation
COC1C=CC(CN2C(C(OCC)=O)=NN=N2)=CC=1.[CH3:20][O:21][C:22]1[CH:38]=[CH:37][C:25]([CH2:26][N:27]2[N:31]=[N:30][C:29]([C:32]([O:34]CC)=[O:33])=[N:28]2)=[CH:24][CH:23]=1.S1(CCCC1)(=O)=O.[OH-].[K+:47]>C(O)C.O>[CH3:20][O:21][C:22]1[CH:23]=[CH:24][C:25]([CH2:26][N:27]2[N:31]=[N:30][C:29]([C:32]([O-:34])=[O:33])=[N:28]2)=[CH:37][CH:38]=1.[K+:47]

Participants

7

Reactant 4

HCID 14797Potassium HydroxideHCID 31347SulfolaneHCID 11097352ethyl 1-(4-methoxybenzyl)-1H-tetrazole-5-carboxylateHCID 13596243ethyl 2-(4-methoxybenzyl)-2H-tetrazole-5-carboxylate

Product 1

HCID 23677909HCID 23677909, compoundYield 35.4%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

A mixture of ethyl 1-(4-methoxybenzyl)-1H-tetrazole-5-carboxylate and ethyl 2-(4-methoxybenzyl)-2H-tetrazole-5-carboxylate (11.7 g) (prepared as described below and still containing a little sulpholane) was dissolved in hot ethanol (165 ml) and the solution was treated with a solution of potassium hydroxide (4.5 g) in water (13.5 ml). The mixture was cooled and the white crystalline solid which separated was filtered off to give potassium 2-(4-methoxybenzyl)-2H-tetrazole-5-carboxylate (4.3 g), m.p. 271°-273° C. (with decomposition). [The pure salt, obtained as a hemihydrate after recrystallisation from water, had a melting point of 273°-274° C. (with decomposition)].

Workup

  1. customprepared
  2. temperatureThe mixture was cooled
  3. customthe white crystalline solid which separated
  4. filtrationwas filtered off

Sources & evidence

ORD record
ord-a3da7f7cff57400b8998478f56beea94
Source dataset
uspto-grants-1984_04
Patent number
US04442115

Reaction notes

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