Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Nitrite | HCID 23668193 | — |
| Reactant | HCID 59548686 | HCID 59548686 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Product | HCID 87480283 | HCID 87480283 | — |
Reaction Steps
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.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08288375B2 |
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| Source dataset | uspto-grants-2012_10 |
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| ORD ID | ord-357d107f518740c2a61ff5ce31364c08 |
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| Source note | uspto-grants-2012_10 |
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