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HRID 77997作成日:2026年10月24日

N-Formylmorpholine → 4-(1,3-Dioxolan-2-yl)benzaldehyde

https://huagongshe.com/ja/reaction/77997

反応式

関与物質

役割名称HCID仕込み量
反応物N-FormylmorpholineHCID 20417—
反応物2-(4-Bromophenyl)-1,3-dioxolaneHCID 2773842—
反応物ButyllithiumHCID 178418339—
溶媒TetrahydrofuranHCID 8028—
生成物4-(1,3-Dioxolan-2-yl)benzaldehydeHCID 11829988101.3%

反応条件

温度-78 °C

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

DOI10.6084/m9.figshare.5104873.v1
特許番号US08841327B2
出典データセットuspto-grants-2014_09
ORD IDord-ebf8b95b75e946869214714f5fd69448
出典メモuspto-grants-2014_09