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HRID 77810作成日:2026年10月25日

Dimethylformamide → 4-(Butoxymethyl)benzaldehyde

https://huagongshe.com/reaction/77810

反応式

関与物質

役割名称HCID仕込み量
反応物DimethylformamideHCID 6228—
反応物1-Bromo-4-(butoxymethyl)benzeneHCID 11402253—
反応物ButyllithiumHCID 178418339—
溶媒TetrahydrofuranHCID 8028—
生成物4-(Butoxymethyl)benzaldehydeHCID 5925533981.3%

反応条件

温度-78 °C

反応手順

To a solution of 1-bromo-4-butoxymethyl-benzene (11.5 g, 47.3 mmol) described in Manufacturing Example 4-1-1 in tetrahydrofuran (200 mL) was added n-butyl lithium (32.5 mL, 1.6 M hexane solution, 52.0 mmol) at −78° C. This mixture was stirred for 55 minutes at −78° C., and N,N-dimethylformamide (4.4 mL, 56.8 mmol) was added thereto at −78° C. This mixture was warmed to room temperature, and stirred for 20 minutes. The reaction solution was partitioned into water and ethyl acetate at 0° C. The organic layer was washed with saturated aqueous sodium chloride and dried over anhydrous magnesium sulfate, and the solvent was evaporated under a reduced pressure. The residue was purified by silica gel column chromatography (heptane:ethyl acetate=10:1) to obtain the title compound (7.39 g, 81%).

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-2d81bde3d83f402a8fae6d161536f5a9
出典メモuspto-grants-2014_09