Reaktion #344679

Reaktionsgleichung

[5-(2-methylthio-3-thienyl)tetrazol-1-yl]acetic acid

sulfuric acid

ethylene glycol

→

[5-(2-methylthio-3-thienyl)tetrazol-1-yl] acetic acid 2-hydroxyethyl ester

Ausbeute 88.1%

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONAfter the addition
2. 2
   Extraktionextracted with ethyl acetate
3. 3
   WaschenThe organic phase was washed with water
4. 4
   Trocknendried over anhydrous magnesium sulfate
5. 5
   Einengenconcentrated under reduced pressure
6. 6
   SonstigeThe resultant residue was subjected to silica gel column chromatography (eluent: chloroform/methyl alcohol=50/1) for separation and purification

Vorschrift

To a solution of 920 mg (3.6 mM) of [5-(2-methylthio-3-thienyl)tetrazol-1-yl]acetic acid in 5 ml of ethylene glycol was added 0.5 ml of sulfuric acid. After the addition, the mixture was stirred at 90° C. for 2.5 hrs. The mixture was then poured into ice-water and extracted with ethyl acetate. The organic phase was washed with water, dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The resultant residue was subjected to silica gel column chromatography (eluent: chloroform/methyl alcohol=50/1) for separation and purification, to give 950 mg (yield 88.1%) of [5-(2-methylthio-3-thienyl)tetrazol-1-yl] acetic acid 2-hydroxyethyl ester.

Quelle