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Methanol → 2-[2-(2-Chlorophenoxy)ethoxy]acetic Acid Ethyl Ester
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Methanol | HCID 887 | — |
| 反応物 | Ethyl diazoacetate | HCID 12192 | — |
| 反応物 | 2-(2-Chlorophenoxy)ethanol | HCID 84933 | — |
| 触媒 | Acetic acid, rhodium salt (4:2) | HCID 423677 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | 2-[2-(2-Chlorophenoxy)ethoxy]acetic Acid Ethyl Ester | HCID 68570768 | 52.6% |
反応手順
To a solution of 2-(2-chlorophenoxy)ethanol (1.73 mL, 10.0 mmol) in dichloromethane (20 mL) is added rhodium (II) acetate dimer (11 mg) followed by ethyl diazoacetate (1.05 mL, 10.0 mmol). The reaction mixture is stirred at rt for 20 min. To the reaction mixture is added MeOH followed by rotary evaporated, and the residue is purified by chromatography on silica gel; elution with EtOAc:heptane (25:75) gives 1.36 g of the product 436. 1H NMR (CDCl3) δ 7.35 (d, 1H), 7.19 (d, 1H), 6.95-6.90 (m, 2H), 4.30 (s, 2H), 4.25-4.15 (m, 4H), 4.0 (t, 2H), 1.2 (t, 3H); MS: m/z 259 (M++1).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07326792B2 |
| 出典データセット | uspto-grants-2008_02 |
| ORD ID | ord-abacd520fa7a45a4a3d6e9e6442ca255 |
| 出典メモ | uspto-grants-2008_02 |