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Pyridine → Carbonic acid 3-(3-cyano-phenoxy)-4-methoxy-benzyl ester methyl ester
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Pyridine | HCID 1049 | — |
| 反応物 | Methyl chloroformate | HCID 6586 | — |
| 反応物 | 3-(5-Hydroxymethyl-2-methoxy-phenoxy)-benzonitrile | HCID 57701119 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | Carbonic acid 3-(3-cyano-phenoxy)-4-methoxy-benzyl ester methyl ester | HCID 57701117 | 95% |
反応手順
In an 40 mL vial equipped with a stir bar was placed (17) (940 mg, 3.68 mmol), anhydrous tetrahydrofuran (18 mL) and pyridine (774 μL, 9.57 mmol). The resulting clear solution was cooled in an ice water bath for 10 minutes and then methyl chloroformate (626 μL, 8.10 mmol) was added and reaction mixture was slowly warmed to room temperature and reacted for 16 hours. The reaction was concentrated by a stream of nitrogen followed by treatment with water (50 mL) and 1M HCl (40 mL). The aqueous portion was extracted with dichloromethane (3×50 mL). The organic portions were combined, washed with brine (50 mL), dried (MgSO4) and concentrated to produce 1.09 g (95% yield) of (18) as a colorless, viscous oil.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08877816B2 |
| 出典データセット | uspto-grants-2014_11 |
| ORD ID | ord-00af26ff232e4e4b8d8c5f40afbaca1b |
| 出典メモ | uspto-grants-2014_11 |