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Ethyl diazoacetate → 3-Fluorobenzyloxyacetic Acid Ethyl Ester
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Ethyl diazoacetate | HCID 12192 | — |
| 反応物 | 3-Fluorobenzylic alcohol | HCID 68008 | — |
| 触媒 | Acetic acid, rhodium salt (4:2) | HCID 423677 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 溶媒 | Heptane | HCID 8900 | — |
| 生成物 | 3-Fluorobenzyloxyacetic Acid Ethyl Ester | HCID 68568980 | 98.4% |
反応手順
To a solution of 3-fluorobenzyl alcohol (1.12 g, 10.0 mmol) in dichloromethane (20 mL) is added rhodium (II) acetate dimer (10 mg) followed by ethyl diazoacetate (0.95 mL, 9.0 mmol). The reaction mixture is stirred at RT for 30 min. The reaction mixture is diluted with heptane, filtered through Celite, and the filtrate is evaporated and the residue is vacuum distilled at 150° C. to give 1.88 g of the product 392. 1H NMR (CDCl3) δ 7.30 (m, 1H), 7.12 (m, 2H), 6.99 (dt, 1H), 4.63 (s, 2H), 4.28 (q, 2H), 4.11 (s, 2H), 1.30 (t, 3H); MS: m/z 213 (M++1).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07741493B2 |
| 出典データセット | uspto-grants-2010_06 |
| ORD ID | ord-52c62f128a3b467eb67019dd18fc66bf |
| 出典メモ | uspto-grants-2010_06 |