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Ethyl diazoacetate → Ethyl 2-(cyclopropylmethoxy)acetate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Ethyl diazoacetate | HCID 12192 | — |
| 反応物 | Cyclopropanemethanol | HCID 75644 | — |
| 触媒 | Acetic acid, rhodium salt (4:2) | HCID 423677 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 溶媒 | Heptane | HCID 8900 | — |
| 生成物 | Ethyl 2-(cyclopropylmethoxy)acetate | HCID 43119684 | 85.7% |
反応手順
To a solution of cyclopropylmethanol (720 mg, 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 5 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 1.22 g of the product 462. 1H NMR (CDCl3) δ 4.2 (q, 2H), 4.09 (s, 2H), 3.37 (d, 2H), 1.27 (t, 3H), 1.09 (m, 1H), 0.56-0.51 (m, 2H), 0.25-0.2 (m, 211); MS: m/z 191 (M+)
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-43fbd85eb1b048678a5364b29514bed8 |
| 出典メモ | uspto-grants-2010_06 |