関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Water | HCID 962 | — |
| 反応物 | Cesium carbonate | HCID 10796 | — |
| 反応物 | Sodium chlorodifluoroacetate | HCID 2734985 | — |
| 反応物 | 3,5-Difluoro-4-(hydroxymethyl)phenol | HCID 22219975 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 溶媒 | Ethyl Acetate | HCID 8857 | — |
| 生成物 | Benzenemethanol, 4-(difluoromethoxy)-2,6-difluoro- | HCID 69140944 | 56% |
反応手順
500 mg 3,5-difluoro-4-(hydroxymethyl)phenol (3.12 mmol, 1.0 eq.) were dissolved in DMF. 523 mg sodium chloro(difluoro)acetate (3.44 mmol, 1.1 eq.), 1.22 g cesium carbonate (3.75 mmo, 1.2 eq) and 0.20 mL water (10.9 mmol, 3.5 eq.) were added. The reaction mixture was stirred at 100° C. over night. The reaction mixture was divided between water and ethyl acetate. The aqueous layer was washed twice with ethyl acetate. The combined organic layers were washed with brine, dried over a silicon filter and concentrated in vacuo. The crude product was purified by flash chromatography to provide 161 mg (0.69 mmol, 22%) of the 56% pure target compound.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US09422268B2 |
|---|
| 出典データセット | uspto-grants-2016_08 |
|---|
| ORD ID | ord-ccdc2f7392d948c583bacedff73d2af3 |
|---|
| 出典メモ | uspto-grants-2016_08 |
|---|