関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | proline dl-form | HCID 614 | — |
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | Potassium Carbonate | HCID 11430 | — |
| 反応物 | Triethylamine hydrobromide | HCID 12493 | — |
| 反応物 | 1,4-Dibromo-2-fluorobenzene | HCID 137004 | — |
| 反応物 | HCID 86755020 | HCID 86755020 | — |
| 触媒 | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| 触媒 | HCID 178418397 | HCID 178418397 | — |
| 溶媒 | N,N-Dimethylformamide--water (1/1) | HCID 21962138 | — |
| 生成物 | HCID 54445738 | HCID 54445738 | — |
反応手順
To a solution of DL-proline (576 mg, 5 mmol) in 10/1 DMF-H2O (7.5 ml) at RT were added CuI (48 mg, 0.25 mmol), Pd(PPh3)4 (290 mg, 0.25 mmol), K2CO3 (690 mg, 5 mmol), NEt3 (1.4 ml, 10 mmol), triethylammonium bromide (158 mg, 0.75 mmol), and 1,4-dibromo-2-fluorobenzene. The resulting mixture was stirred in a sealed tube at 120° C. for 48 hours. The reaction mixture was cooled to room temperature and poured onto saturated K2CO3 /Et2O. The aqueous layer was extracted 3× with Et2O. The pH of the aqueous layer was adjusted to 4 and extracted 3× with EtOAc. The combined organics were washed with brine, dried over MgSO4, and concentrated in vacuo to produce title compound which was used without further purification: LCMS (M+1)=287. ##STR393##
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US06011059 |
|---|
| 出典データセット | uspto-grants-2000_01 |
|---|
| ORD ID | ord-8ddff6181fa046e180dda31bb25f3ba9 |
|---|
| 出典メモ | uspto-grants-2000_01 |
|---|
