Reaktion #1730586

Reaktionsgleichung

5-hexenoic acid

tert-butanol

→

title product

tert-butyl hex-5-enoate

Lösungsmittel

DCM

Reaktionsbedingungen

Aufarbeitung

1. 1
   Filtrationfiltered
2. 2
   Einengenconcentrated
3. 3
   workup.DISSOLUTIONThe residue was redissolved in DCM/n-hexane
4. 4
   Einengenconcentrated under reduced pressure
5. 5
   SonstigeThe crude oil was purified by flash chromatography (Biotage SP1, EtOAc/n-hexane from 5 to 10%)

Vorschrift

To a solution of 5-hexenoic acid (15.2 mL, 0.131 mol) in DCM (375 mL), cooled to 0° C., tert-butanol (176 mL, 1.84 mol) and then 4-dimethylaminopyridine (3.21 g, 26.3 mmol) were added. The mixture was stirred at room temperature for 22 hrs, filtered and concentrated. The residue was redissolved in DCM/n-hexane and concentrated under reduced pressure. The crude oil was purified by flash chromatography (Biotage SP1, EtOAc/n-hexane from 5 to 10%), affording the title product.

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