Sodium Hydroxide → 4-[(1-Methyl-1H-tetrazol-5-yl)sulfanyl]butanoic acid

HRID 2290232Notes

Reaction equation

HRID 2290232 reaction equation
C([O:3][C:4](=[O:15])[CH2:5][CH2:6][CH2:7][S:8][C:9]1[N:13]([CH3:14])[N:12]=[N:11][N:10]=1)C.[OH-].[Na+]>C1COCC1>[CH3:14][N:13]1[C:9]([S:8][CH2:7][CH2:6][CH2:5][C:4]([OH:15])=[O:3])=[N:10][N:11]=[N:12]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 21295546HCID 21295546, compound

Product 1

HCID 130916224-[(1-Methyl-1H-tetrazol-5-yl)sulfanyl]butanoic acid

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

2.93 g of 4-(1-methyltetrazol-5-ylthio)-butyric acid ethyl ester are dissolved in 50 ml of THF, 15 ml of 1N NaOH are added and the whole is stirred for 3 hours at room temperature. Most of the THF is then concentrated by evaporation under reduced pressure in a rotary evaporator and the residue is washed with ethyl acetate. The aqueous solution is adjusted to pH 3 with 4N HCl and extracted three times with ethyl acetate. After drying over sodium sulphate and concentration by evaporation under reduced pressure, the pure title compound is obtained.

Workup

  1. concentrationMost of the THF is then concentrated by evaporation under reduced pressure in a rotary evaporator
  2. washthe residue is washed with ethyl acetate
  3. extractionextracted three times with ethyl acetate
  4. dry with materialAfter drying over sodium sulphate and concentration by evaporation under reduced pressure

Sources & evidence

ORD record
ord-8c68a04d750d416e8995293d97712081
Source dataset
uspto-grants-1986_10
Patent number
US04616007

Reaction notes

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