참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Bromobenzene | HCID 7961 | — |
| 반응물 | Cesium carbonate | HCID 10796 | — |
| 반응물 | Ethyl 3,4-dihydro-2H-1,4-benzoxazine-2-carboxylate | HCID 31090 | — |
| 반응물 | 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) | HCID 636044 | — |
| 촉매 | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| 용매 | Water | HCID 962 | — |
| 용매 | 1,4-Dioxane | HCID 31275 | — |
| 생성물 | Ethyl 3,4-dihydro-4-phenyl-2H-1,4-benzoxazine-2-carboxylate | HCID 86614014 | — |
반응 단계
Tris(dibenzylideneacetone)dipalladium (0) (4.3 mg, 0.0046 mmol), xantphos (8.2 mg, 0.014 mmol), and bromobenzene (40 □L, 0.381 mmol) were added to a solution of (±)-ethyl 3,4-dihydro-2H-benzo[b][1,4]oxazine-2-carboxylate (65 mg, 0.31 mmol) in dioxane (2.5 mL). The solids were allowed to dissolve, and cesium carbonate (143 mg, 0.44 mmol) was added, and the suspension was stirred at 100° C. for 24 h. The mixture was cooled to ambient temperature, diluted with water (20 mL), and the product was extracted with 67% EtOAc/hexane (3×25 mL). The organic layers were combined, dried over sodium sulfate, and concentrated. Purification of the crude concentrate by flash column chromatography using 15% EtOAc/hexane afforded the title compound. MS m/z: 284 (M+1).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 특허 번호 | US07872009B2 |
|---|
| 출처 데이터셋 | uspto-grants-2011_01 |
|---|
| ORD ID | ord-378c8d6cc1b242259dac99d498f4cb3c |
|---|
| 출처 메모 | uspto-grants-2011_01 |
|---|
