HuagongsheHuagongshe Chemistry Print Report · For research reference only
(2S)-2-(2,3,4-Trifluoroanilino)propanol → (3S)-3-Methyl-7,8-difluoro-2,3-dihydro-4H-1,4-benzoxazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (2S)-2-(2,3,4-Trifluoroanilino)propanol | HCID 11401466 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | (3S)-3-Methyl-7,8-difluoro-2,3-dihydro-4H-1,4-benzoxazine | HCID 11041424 | 79.8% |
Reaction Steps
To DMF (2 ml) was added potassium tertiary-butoxide (110 mg) under ice-cooling. Next, a solution of the compound (100 mg) obtained in Example 51 in DMF was dropped thereinto and the obtained mixture was stirred for 30 minutes. After treating in a conventional manner, the mixture was subjected to silica gel column chromatography to give 72 mg (79%) 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 |
|---|---|
| Patent number | US07087778B2 |
| Source dataset | uspto-grants-2006_08 |
| ORD ID | ord-660669f44f7a4e25a072a55d2b7faf91 |
| Source note | uspto-grants-2006_08 |