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Hydrochloric Acid → 6-((4-Oxocyclohexyl)oxy)nicotinonitrile
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Hydrochloric Acid | HCID 313 | — |
| 反応物 | 6-(3,3-Dimethyl-1,5-dioxa-spiro[5.5]undec-9-yloxy)-nicotinonitrile | HCID 18445307 | — |
| 溶媒 | Acetone | HCID 180 | — |
| 生成物 | 6-((4-Oxocyclohexyl)oxy)nicotinonitrile | HCID 18445310 | 71% |
反応手順
Combine hydrochloric acid (1.0M aq., 20 mL) with a solution of 6-(3,3-dimethyl-1,5-dioxa-spiro[5.5]undec-9-yloxy)-nicotinonitrile (2000 mg, 6.61 mmol) in acetone (25 mL). Stir at room temperature for 2 h then at 40–50° C. for 1 h. Concentrate the reaction mixture. Partition the residue between EtOAc/hex (25 mL) and K2CO3 (aq. sat. 20 mL). Wash the organic layer with water, brine, and dry it over sodium sulfate, filter and concentrate. Triturate the residue with EtOAc/hexanes (1/4) to provide a white solid which is further purified by flash chromatography (EtOAc/Hexanes 1/4) to give 1010 mg (71% yield) as a white solid.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07196100B2 |
| 出典データセット | uspto-grants-2007_03 |
| ORD ID | ord-a5add9904f4a4db6b932dcaeb14eeb49 |
| 出典メモ | uspto-grants-2007_03 |