関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | N-Formylmorpholine | HCID 20417 | — |
| 反応物 | 2-(4-Bromophenyl)-1,3-dioxolane | HCID 2773842 | — |
| 反応物 | Butyllithium | HCID 178418339 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 4-(1,3-Dioxolan-2-yl)benzaldehyde | HCID 11829988 | 101.3% |
反応手順
To a tetrahydrofuran (100 mL) solution of 2-(4-bromo-phenyl)-1,3-dioxolane (8 g, 34.9 mmol) was added dropwise n-butyl lithium (19.6 mL, 2.67 M hexane solution, 52.4 mmol) at −78° C. After 1 hour of stirring at −78° C., N-formylmorpholine (4.42 g, 38.4 mmol) was added to the mixture, and stirred for 3 hours at the same temperature. This mixture was partitioned into diethyl ether and water. The organic layer was separated, washed with saturated aqueous sodium chloride, dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated under a reduced pressure to obtain the title compound (6.3 g). This compound was used in the subsequent reaction without being purified.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US08841327B2 |
|---|
| 出典データセット | uspto-grants-2014_09 |
|---|
| ORD ID | ord-ebf8b95b75e946869214714f5fd69448 |
|---|
| 出典メモ | uspto-grants-2014_09 |
|---|