Reaktion #6832

Reaktionsgleichung

3-(4-methoxy-phenyl)acrylic acid ethyl ester

tetramethyl-guanidine

nitromethane

→

3-(4-methoxyphenyl)-4-nitrobutyric acid ethyl ester

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe solvent was evaporated
2. 2
   Sonstigethe resulting residue was partitioned in 50 mL 1 N hydrochloric acid
3. 3
   SonstigeThe ethyl ether phase was collected
4. 4
   Waschenwashed with 50 mL 1 N hydrochloric acid
5. 5
   TrocknenThe ether phase was dried over sodium sulfate
6. 6
   Sonstigethe solvent was evaporated

Vorschrift

A solution of 3-(4-methoxy-phenyl)acrylic acid ethyl ester (1.0 g) and tetramethyl-guanidine (125 μL) was stirred for 24 h at 70° C. in 2.5 mL nitromethane. The solvent was evaporated and the resulting residue was partitioned in 50 mL 1 N hydrochloric acid and 50 mL ethyl ether. The ethyl ether phase was collected and washed with 50 mL 1 N hydrochloric acid. The ether phase was dried over sodium sulfate and the solvent was evaporated to furnish 1.15 g of 3-(4-methoxyphenyl)-4-nitrobutyric acid ethyl ester.

Quelle