関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Hydrochloric Acid | HCID 313 | — |
| 反応物 | Nitrogen | HCID 947 | — |
| 反応物 | Dimethylformamide | HCID 6228 | — |
| 反応物 | 1,3-Bis(diphenylphosphino)propane | HCID 81219 | — |
| 反応物 | 4-Bromo-2-fluorobenzonitrile | HCID 736029 | — |
| 触媒 | palladium(II) acetate | HCID 167845 | — |
| 溶媒 | Water | HCID 962 | — |
| 生成物 | 4-Acetyl-2-fluorobenzonitrile | HCID 22481653 | — |
反応手順
A mixture of 5.0 g (0.02 mol) 4-bromo-2-fluorobenzonitrile, 6 ml TEA, 906 mg (0.0022 mol) dppp, 5.8 g (0.04 mol) TIOAc, and 448 mg (0.002 mol) Pd(OAc)2 in 50 ml DMF was deaired under a stream of N2. The mixture was heated to 90° C. for 7 hours. The reaction was cooled to room temperature and 25 mL 2N HCl was added and stirred to 30 minutes. The mixture was poured into 300 ml water and extracted with Et2O (2×300 mL). The combined organics were washed with water (2×80 mL), brine (1×80 mL), dried over MgSO4 and concentrated to give an oil, which was then chromatographed on silica gel eluted with 30% ethyl acetate/70% hexanes to give 2.5 g of a yellow/orange oil.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US06869945B2 |
|---|
| 出典データセット | uspto-grants-2005_03 |
|---|
| ORD ID | ord-2f1a1e388a874a98b60d51f94cf136bd |
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| 出典メモ | uspto-grants-2005_03 |
|---|
