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Methyl 5-(chloromethyl)-2-furoate → Methyl 5-methyl-2-furancarboxylate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Methyl 5-(chloromethyl)-2-furoate | HCID 75065 | — |
| 触媒 | Palladium | HCID 23938 | — |
| 溶媒 | Ethyl Acetate | HCID 8857 | — |
| 生成物 | Methyl 5-methyl-2-furancarboxylate | HCID 137628 | 94% |
反応手順
A solution of methyl 5-chloromethyl-2-furoate (5.0 g, 28.7 mmol) in ethyl acetate (40 ml) was hydrogenated over 10% palladium on charcoal (50 mg) for 3 h. The catalyst was filtered off and washed with ethyl acetate. The combined filtrates were concentrated in vacuo and the residue purified by chromatography on silica gel eluting with 10% ethyl acetate in hexane to yield the title compound as a colourless oil (3.78 g, 94%); νmax (CH2Cl2) 1725, 1534, 1522, 1437 and 1311 cm-1 ; δH (CDCl3, 90 MHz) 2.38 (3 H, s), 3.86 (3 H, s), 6.12 (1 H, br d, J 4 Hz) and 7.07 (1 H, d, J 4 Hz). [Mass spectrum: M+ (140)].
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06001997 |
| 出典データセット | uspto-grants-1999_12 |
| ORD ID | ord-5c1870501952413eab352dad8fe7b7ce |
| 出典メモ | uspto-grants-1999_12 |