Réaction #6832

Équation de réaction

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

tetramethyl-guanidine

nitromethane

→

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

Conditions de réaction

Traitement

1. 1
   AutreThe solvent was evaporated
2. 2
   Autrethe resulting residue was partitioned in 50 mL 1 N hydrochloric acid
3. 3
   AutreThe ethyl ether phase was collected
4. 4
   Lavagewashed with 50 mL 1 N hydrochloric acid
5. 5
   SéchageThe ether phase was dried over sodium sulfate
6. 6
   Autrethe solvent was evaporated

Mode opératoire

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.

Source