Acetonitrile, 2,2-diethoxy- → Methyl 2,2-diethoxyethanecarboximidate

A solution of diethoxyacetonitrile (75 g, 0.579 mol) in methanol (210 mL) was added at room temperature to a solution of sodium methoxide (28.3 g, 0.522 mol) in methanol (450 mL). The mixture was stirred overnight, and then the methanol was carefully evaporated (volatile product). The residue was diluted with dichloromethane (200 mL) and water (300 mL). The organic layer was separated, and the aqueous one was extracted with dichloromethane (2×150 mL). The combined organic layer was dried over Na2SO4 and evaporated to give 83 g of crude methyl 2,2-diethoxyethanimidoate (−90% yield).

1. customthe methanol was carefully evaporated (volatile product)
2. additionThe residue was diluted with dichloromethane (200 mL) and water (300 mL)
3. customThe organic layer was separated
4. extractionthe aqueous one was extracted with dichloromethane (2×150 mL)
5. dry with materialThe combined organic layer was dried over Na2SO4
6. customevaporated

ORD record

ord-4d0b1a30eb854eb583c80972c4a7d5ac

Source dataset

uspto-grants-2012_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08268835B2