関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Hydrochloric Acid | HCID 313 | — |
| 反応物 | Acetone cardice | HCID 18522661 | — |
| 反応物 | 2,6-Dibromobenzyl acetate | HCID 59216413 | — |
| 反応物 | HCID 178418750 | HCID 178418750 | — |
| 触媒 | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 溶媒 | Ethylacetate heptane | HCID 21899848 | — |
| 生成物 | 2,6-Diethylbenzyl acetate | HCID 66741638 | 63% |
反応手順
To a cooled (dry ice-acetone bath) mixture of 2,6-dibromo-benzyl acetate (5.05 g, 16.4 mmol) and PdCl2(dppf) (0.08 eq) in dry THF (50 mL) was added 1.1 M Et2Zn (60 mL, 66 mmol, 4 eq). The resulting mixture was allowed to warm to RT, stirred at 45° C. (programmed block temperature, ˜40 h), and added to a stirred mixture of dilute HCl and heptane/EtOAc. The organic layer was dried (Na2SO4), filtered, and evaporated. Chromatography (2%-10% EtOAc/heptane stepwise gradient) gave 2.12 g (yield of 63%) of the title product, along with 0.20 g of 2,6-diethylbenzyl alcohol. 1H NMR (300 MHz, CDCl3) δ 1.21 (t, 6H), 2.07 (s, 3H), 2.70 (q, 4H), 5.19 (s, 2H), 7.09 (d, 2H), 7.22 (dd, 1H). The following compound was prepared by making appropriate substitutions to the above procedure:
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US08759340B2 |
|---|
| 出典データセット | uspto-grants-2014_06 |
|---|
| ORD ID | ord-9ee2dd48d44747b198a9062557002bd1 |
|---|
| 出典メモ | uspto-grants-2014_06 |
|---|
