Ammonium Hydroxide → Oxane-4-carboxamide

Ammonium hydroxide (1 L) was added to a solution of methyl tetrahydro-2H-pyran-4-carboxylate (20 mL, 150 mmol) in methanol (500 mL), and the reaction was stirred overnight at ambient temperature. Additional ammonium hydroxide (500 mL) was added, and the reaction was stirred for four additional days. The methanol was removed under reduced pressure. Solid sodium chloride was added to the aqueous layer, which was extracted with chloroform (3×150 mL). The combined extracts were dried over sodium sulfate, filtered, and concentrated under reduced pressure to provide 11.4 g of tetrahydro-2H-pyran-4-carboxamide as a white solid.

1. stirringthe reaction was stirred for four additional days
2. customThe methanol was removed under reduced pressure
3. additionSolid sodium chloride was added to the aqueous layer, which
4. extractionwas extracted with chloroform (3×150 mL)
5. dry with materialThe combined extracts were dried over sodium sulfate
6. filtrationfiltered
7. concentrationconcentrated under reduced pressure

ORD record

ord-a2239c423151457697becf6b91fb4a35

Source dataset

uspto-grants-2014_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08871782B2