2-cyclopropyl-N-methoxy-N-methylacetamide → HCID 66714089, compound

Temperature

-60 °C

To a solution of 2-cyclopropyl-N-methoxy-N-methylacetamide (C63) (48 g, 0.3 mol) in tetrahydrofuran (900 mL) was added a solution of allylmagnesium bromide (1.0 M in diethyl ether, 1.5 L, 1.5 mol) drop-wise at −60° C. The mixture was stirred at −60° C. for 1 hour, then was quenched with saturated aqueous ammonium chloride solution (120 mL). The reaction was extracted with dichloromethane (2×500 mL), and the organic layers were washed with saturated aqueous sodium chloride solution (500 mL), dried and concentrated in vacuo to give the product as a yellow oil, which was used directly in the following step.

1. customwas quenched with saturated aqueous ammonium chloride solution (120 mL)
2. extractionThe reaction was extracted with dichloromethane (2×500 mL)
3. washthe organic layers were washed with saturated aqueous sodium chloride solution (500 mL)
4. customdried
5. concentrationconcentrated in vacuo

ORD record

ord-18cad1fca11546ce8c9d215e242737da

Source dataset

uspto-grants-2016_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09403846B2