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Tetrahydrofurfuryl alcohol → (Tetrahydrofuran-2-ylmethoxy)acetic Ethyl Ester
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Tetrahydrofurfuryl alcohol | HCID 7360 | — |
| 反応物 | Ethyl diazoacetate | HCID 12192 | — |
| 触媒 | Acetic acid, rhodium salt (4:2) | HCID 423677 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 溶媒 | Heptane | HCID 8900 | — |
| 生成物 | (Tetrahydrofuran-2-ylmethoxy)acetic Ethyl Ester | HCID 43119675 | 60.2% |
反応手順
To a solution of tetrahydrofurfuryl alcohol (1.02 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 130° C. to give 1.02 g of the product 477. 1H NMR (CDCl3) δ 4.11 (q, 2H), 4.10 (s, 2H), 3.93 (m, 1H), 3.72 (m, 1H), 3.61 (m, 1H), 3.44 (m, 2H), 1.95-1.75 (m, 3H), 1.61-1.53 (m, 1H), 1.20 (t, 3H).
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-204f5de948154c3eb146710bb643fd31 |
| 出典メモ | uspto-grants-2010_06 |