Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | HCID 54519905 | HCID 54519905 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 8027227 | HCID 8027227 | 69.7% |
Reaction Steps
Lithium aluminium hydride (0.22 g, 5.79 mmol) was suspended in THF (2 mL) and to this was added a solution of cis-hexahydro-benzo[1,4]oxazin-3-one (0.224 g), 1.45 mmol) in THF (5 mL) under nitrogen. The mixture was heated at 80° C. for 2 hours and then allowed to cool before cautious addition of water. The resultant white suspension was filtered through Celite® then concentrated. The residue was applied to a 5 g SCX-2 cartridge, washed with methanol then eluted using 2 N ammonia in methanol to afford the title compound as a colourless oil (0.142 g). LCMS m/z 183.28 [M+H+MeCN]+R.T.=0.37 min (Analytical Method 6).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08299063B2 |
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| Source dataset | uspto-grants-2012_10 |
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| ORD ID | ord-86a18bb513e54466b0acadb3f2e86e68 |
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| Source note | uspto-grants-2012_10 |
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