関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Hexamethylphosphoramide | HCID 12679 | — |
| 反応物 | Carbonocyanidic acid, methyl ester | HCID 28660 | — |
| 反応物 | Lithium diisopropylamide | HCID 2724682 | — |
| 反応物 | 4-(2-Benzyloxyethyl)cyclohexanone | HCID 21879605 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | Methyl cyclohexanecarboxylate | HCID 20748 | — |
反応手順
A solution of LDA (33 ml, 1.5 M in Et2O) in THF (50 mL) at −78° C. was treated with 4-(2-benzyloxy-ethyl)-cyclohexanone (9.5 g, 40.2 mmol). The mixture was warmed to 0° C. over 30 min. before re-cooling to −78° C. and adding HMPA (7 mL). Methyl cyanoformate (CNCO2Me, 4.1 mL, 85 mmol) was added and the mixture was stirred for 15 m before aqueous quench and work-up. The product was purified by chromatography on SiO2 with 10% EtOAc:Hx. 5-(2-Benzyloxy-ethyl)-2-oxo-)cyclohexanecarboxylic acid methyl ester was isolated, 5.8 g (49%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US07091232B2 |
|---|
| 出典データセット | uspto-grants-2006_08 |
|---|
| ORD ID | ord-37e41d6c8bde4a8c90ee4691de966a73 |
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| 出典メモ | uspto-grants-2006_08 |
|---|
