1-FORMYL-2-METHOXYPYRROLIDINE synthesis

Yield:61020-06-2 89%

Reaction Conditions:

with tetrabutylammonium tetrafluoroborateElectrolysis;Sonication;

Steps:

General Procedure 1 (GP 1)

General procedure: A solution of 1 (0.1 M, 60 mL) in MeOH containing Et4NBF4 (0.05 M); (EtOH and PrOH:Bu4NBF4) was sonicated prior to the electrolysis to ensure complete dissolution. Two microreactors were connected and the aforementioned solution was pumped at 0.5mL min-1 using a syringe pump or the Vapourtec E series, applying a constant currentof 160 mA on each reactor. The first 5 mL were discarded, then the reaction mixture was collected for 110 min (55 mL). The alcohol was removed under reduced pressure, and the crude product was washed with water (50 mL) to remove the supporting electrolyte and extracted with CH2Cl2 (3 x 30 mL). The organic layers were combined, dried over anhydrous MgSO4, filtered, evaporated and dried under high vacuum. The residue was chromatographed through silica gel eluting with hexane / ethyl acetate.

References:

Amri, Nasser;Guthrie, Duncan;Skilton, Ryan A.;Wirth, Thomas [Synlett,2019,vol. 30,# 10,p. 1183 - 1186] Location in patent:supporting information