Sodium Nitrite → HCID 87480283, compound

Temperature

0 °C

Tetrahydro-2H-1,3-oxazine-4-carboxylic acid (i.e. the product of Step A) (2.00 g, 15.3 mmol) was dissolved in 1 N hydrochloric acid (12.4 mL), and the solution was cooled to 0° C. Sodium nitrite (1.42 g, 20.6 mmol) was then added portionwise, and the reaction mixture was stirred for 1 h. The reaction mixture was then extracted twice with dichloromethane and once with ethyl acetate. The combined organic layers were washed with brine, dried over magnesium sulfate, filtered and concentrated under reduced pressure to give 1.29 g of the title compound as a solid. This compound was of sufficient purity to use in subsequent reactions.

1. extractionThe reaction mixture was then extracted twice with dichloromethane and once with ethyl acetate
2. washThe combined organic layers were washed with brine
3. dry with materialdried over magnesium sulfate
4. filtrationfiltered
5. concentrationconcentrated under reduced pressure

ORD record

ord-357d107f518740c2a61ff5ce31364c08

Source dataset

uspto-grants-2012_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08288375B2