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Ethyl bromoacetate → (4-Benzyloxy-naphthalen-1-yloxy)-acetic Acid Ethyl Ester
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Ethyl bromoacetate | HCID 7748 | — |
| 反応物 | Cesium carbonate | HCID 10796 | — |
| 反応物 | 4-(Benzyloxy)naphthalen-1-ol | HCID 562937 | — |
| 溶媒 | Acetonitrile | HCID 6342 | — |
| 生成物 | (4-Benzyloxy-naphthalen-1-yloxy)-acetic Acid Ethyl Ester | HCID 69035941 | 82.9% |
反応手順
A mixture of 2 g (8 mmol) of 4-benzyloxy-naphthalen-1-ol [Journal of Medicinal Chemistry (1985), 28(6), 822-41, of 2.67 g (16 mmol) of ethyl bromoacetate and of 3.12 g (9.6 mmol) of cesium carbonate in 30 ml of acetonitrile was stirred at 60° C. for 3 hours. Subsequently, the reaction mixture was evaporated to dryness and the residue was partitioned between water and tert.-butyl methyl ether. The organic phase was separated, washed with water and brine, dried over anhydrous sodium sulfate and finally evaporated. 2.23 g of the title compound were obtained as white crystals after crystallization from n-heptane.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07495001B2 |
| 出典データセット | uspto-grants-2009_02 |
| ORD ID | ord-f1b7579b99f045dba5a12f5cdc5fbb40 |
| 出典メモ | uspto-grants-2009_02 |