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Sodium Carbonate → Ethyl 2'-chloro-4'-(trifluoromethyl)[1,1'-biphenyl]-3-acetate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Sodium Carbonate | HCID 10340 | — |
| 反応物 | 1,4-Dioxane | HCID 31275 | — |
| 反応物 | [2-Chloro-4-(trifluoromethyl)phenyl]boronic acid | HCID 2783251 | — |
| 反応物 | Ethyl 2-(3-iodophenyl)acetate | HCID 57581611 | — |
| 溶媒 | Water | HCID 962 | — |
| 生成物 | Ethyl 2'-chloro-4'-(trifluoromethyl)[1,1'-biphenyl]-3-acetate | HCID 66973842 | 49.6% |
反応手順
Ethyl 3-iodophenylacetate (2.90 g), 2-chloro-4-(trifluoromethyl)phenyl boronic acid (3.3 g), 2M aqueous sodium carbonate solution (5 mL), dioxane (10 mL) and dichloro-bis(triphenylphosphine)palladium(II) (350 mg) were heated at 80° C. for 30 min with stirring. The reaction mixture was then cooled, poured into water, extracted with ethyl acetate, and the organic layer was separated and concentrated under vacuum in the presence of Celite® to a solid residue. This solid residue was purifed by medium pressure liquid chromatography on silica gel eluting with a gradient of ethyl acetate in hexanes to yield 1.7 g of the title compound. 1H NMR (CDCl3) δ 7.14 (s, 1H), 7.56 (d, 1H) 7.30-7.45 (m, 5H), 4.77 (q, 2H), 3.67 (s, 2H), 1.26 (t, 3H).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09314025B2 |
| 出典データセット | uspto-grants-2016_04 |
| ORD ID | ord-c3372ef86a244da295e2f6154242b659 |
| 出典メモ | uspto-grants-2016_04 |