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Methyl formate → Methyl 3-hydroxy-2-(3'-phenylphenoxy)propenate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Methyl formate | HCID 7865 | — |
| 反応物 | Sodium hydride | HCID 24758 | — |
| 反応物 | Methyl(3-phenylphenoxy)acetate | HCID 13787157 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | Methyl 3-hydroxy-2-(3'-phenylphenoxy)propenate | HCID 67855452 | 90% |
反応手順
Methyl (3-phenylphenoxy)acetate (6.0 g) and methyl formate (30.2 ml) were dissolved in DMF and added dropwise with stirring to a suspension of sodium hydride (1.44 g, 50% dispersion in oil) in DMF at 0° C. (ice-bath). After 45 minutes, the ice-bath was removed and the reaction mixture was stirred for 2 hours at room temperature. Aqueous sodium carbonate was then added. The aqueous layer was washed with ether, acidified to pH 4-5 with concentrated hydrochloric acid and then re-extracted with ether. The combined organic layers were washed with brine, dried, filtered and evaporated to give methyl 3-hydroxy-2-(3'-phenylphenoxy)propenoate as a pale yellow oil (6.05 g, 90% yield).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05229393 |
| 出典データセット | uspto-grants-1993_07 |
| ORD ID | ord-ef2b4ca0372f491794be2f601a351ff8 |
| 出典メモ | uspto-grants-1993_07 |