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HRID 1694182作成日:2026年10月27日

Tetrahydrofuran → 4-[1,3]Dioxolan-2-yl-3-fluoro-benzaldehyde

https://huagongshe.com/reaction/1694182

反応式

関与物質

役割名称HCID仕込み量
反応物TetrahydrofuranHCID 8028—
反応物N-FormylmorpholineHCID 20417—
反応物2-(4-Bromo-2-Fluorophenyl)-1,3-DioxolaneHCID 21938601—
反応物ButyllithiumHCID 178418339—
溶媒WaterHCID 962—
溶媒Ethyl AcetateHCID 8857—
生成物4-[1,3]Dioxolan-2-yl-3-fluoro-benzaldehydeHCID 59255459—

反応条件

温度-78 °C

反応手順

To a tetrahydrofuran (600 mL) solution of 2-(4-bromo-2-fluoro-phenyl)-[1,3]dioxolane (12.5 g, 50.7 mmol) described in Manufacturing Example 204-1-1 was added dropwise n-butyl lithium (28.5 mL, 2.67 M hexane solution, 76.1 mmol) over 15 minute. The system was stirred for 5 minutes at −78° C., after which a THF solution of N-formylmorpholine (5.61 mL, 55.8 mmol) was added to this reaction solution, which was stirred for another 2.5 hours at room temperature. Water and ethyl acetate were added to this mixture, which was partitioned. 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 (9.99 g). The title compound was used in the following reaction without any further purification.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08158657B2
出典データセットuspto-grants-2012_04
ORD IDord-1770b4b7cebf45cd9197d6b6accb8fe6
出典メモuspto-grants-2012_04