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HRID 77939作成日:2026年10月25日

Diethyl Ether → 6-(4-Fluoro-benzyloxy)-pyridine-3-carbaldehyde

https://huagongshe.com/reaction/77939

反応式

関与物質

役割名称HCID仕込み量
反応物Diethyl EtherHCID 3283—
反応物DimethylformamideHCID 6228—
反応物5-Bromo-2-(4-fluoro-benzyloxy)-pyridineHCID 59255502—
反応物ButyllithiumHCID 178418339—
溶媒WaterHCID 962—
生成物6-(4-Fluoro-benzyloxy)-pyridine-3-carbaldehydeHCID 5925511172.5%

反応条件

温度-78 °C

反応手順

To a diethyl ether (150 mL) solution of 5-bromo-2-(4-fluoro-benzyloxy)-pyridine (3.75 g 13.3 mmol) described in Manufacturing Example 58-1-1 was added n-butyl lithium (2.55 M n-hexane solution, 6.26 mL, 16.0 mmol) on a dry ice-ethanol bath (−78° C.) under nitrogen atmosphere, which was stirred for 30 minutes at −78° C. N,N-dimethylformamide (1.54 mL, 20.0 mmol) was then added dropwise and stirred for 5 minutes at −78° C. The reaction solution was allowed to room temperature, water was added, and the solution was extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium chloride, and the solvent was evaporated under a reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate:heptane=1:3) to obtain the title compound (2.23 g, 72.5%).

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-21a50570643f405dac5799be6d8831db
出典メモuspto-grants-2014_09