Reaktion #344693

Reaktionsgleichung

acetic acid

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

1,4-butanediol

dicyclohexylcarbodiimide

→

[5-(3-thienyl)tetrazol-1-yl]acetic acid 4-hydroxybutyl ester

Ausbeute 38.7%

Lösungsmittel

ethyl acetate

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGwas stirred for 30 min
2. 2
   FiltrationThe mixture was filtered off
3. 3
   Waschenwashed with ethyl acetate
4. 4
   EinengenThe filtrate was concentrated under reduced pressure
5. 5
   SonstigeThe resultant residue was subjected to silica gel column chromatography (eluent; chloroform/ethyl alcohol=30/1) for separation and purification

Vorschrift

To a suspension of 1 g (4.76 mM) of [5-(3-thienyl) tetrazol-1-yl]acetic acid and 514 mg (5.71 mM) of 1,4-butanediol in 20 ml of ethyl acetate was added 1.08 g (5.23 mM) of dicyclohexylcarbodiimide at room temperature. After the mixture was stirred at room temperature for 30 min, a small amount of acetic acid was added to the mixture and then was stirred for 30 min. The mixture was filtered off and washed with ethyl acetate. The filtrate was concentrated under reduced pressure. The resultant residue was subjected to silica gel column chromatography (eluent; chloroform/ethyl alcohol=30/1) for separation and purification, to give 520 mg (yield 38.7%) of [5-(3-thienyl)tetrazol-1-yl]acetic acid 4-hydroxybutyl ester.

Quelle