HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 8481Generated: October 25, 2026
Sodium hydride → (3S)-3-Methyl-7,8-difluoro-2,3-dihydro-4H-1,4-benzoxazine
https://huagongshe.com/reaction/8481
Participants
| Role | Name | HCID | Charge |
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| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | (2S)-2-(2,3,4-Trifluoroanilino)propanol | HCID 11401466 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | (3S)-3-Methyl-7,8-difluoro-2,3-dihydro-4H-1,4-benzoxazine | HCID 11041424 | 66.5% |
Reaction Steps
To DMF (2 ml) was added sodium hydride (39 mg) and the mixture was heated to 60° C. in an oil bath. Next, a solution of the compound (100 mg) obtained in Example 51 in DMF was dropped therein to and the obtained mixture was stirred for 1 hour. After treating in a conventional manner, the mixture was subjected to silica gel column chromatography to give 60 mg (66%) of the title compound. The optical purity determined by HPCL was >94% ee. Various spectral data was identical with those of a specimen synthesized separately.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07087778B2 |
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| Source dataset | uspto-grants-2006_08 |
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| ORD ID | ord-db2c78a2be8b4889be10b76ac296dc5d |
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| Source note | uspto-grants-2006_08 |
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