N-Methoxy-N-methylbutyramide → HCID 71284529, compound

Participants

Reaction Steps

To a solution of 7-bromo-1-(tert-butyldimethylsilyloxy)-2,3-dihydro-1H-pyrrolo[1,2-a]indole (4.1 g, 11.2 mmol) in THF (60 mL), cooled to −78° C., was added n-BuLi (7.7 mL, 1.6M, 12.3 mmol) dropwise. The reaction mixture was allowed to stir at −78° C. for 5 minutes before N-methoxy-N-methylbutyramide (1.6 g, 12.3 mmol) was added. The resulting orange solution was allowed to slowly warm to room temperature then quenched with the addition of a saturated solution of NH4Cl. The reaction mixture was poured into H2O (100 mL) and extracted with Et2O (2×100 mL). The combined organic phases were dried over MgSO4, filtered, and concentrated in vacuo to afford the title compound as a white solid (4.0 g, 99%).

Provenance & Evidence