Reaktion #468491

Reaktionsgleichung

3-nitro-4-methylbenzoic acid

tert-butanol

1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride

ethyl acetate

→

product

Ausbeute 99.2%

3-Nitro-4-methylbenzoic acid tert-butyl ester

Ausbeute 99.2%

Lösungsmittel

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Waschenwater (800 ml) and the organic layer washed with aqueous bicarbonate and saturated aqueous sodium chloride
2. 2
   Trocknenthen dried (MgSO4)
3. 3
   Sonstigeevaporated

Vorschrift

To a solution of 3-nitro-4-methylbenzoic acid (17.3 g 96 mmol) in dichloromethane (250 ml) and tert-butanol (35.8 g 470 mmol) at 0° C. under nitrogen was added 4-dimethylaminopyridine (6 g 50 mmol) and 1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (25.8 g 140 mmol) and the solution allowed to come to room temperature over 1 hour. then stirred overnight. The solution was poured into 1:1 ethyl acetate:water (800 ml) and the organic layer washed with aqueous bicarbonate and saturated aqueous sodium chloride. then dried (MgSO4) and evaporated. to give the product as a clear oil (22.6 g).

Quelle