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HRID 44987作成日:2026年10月24日

Diethyl Ether → 5-Morpholinonicotinaldehyde

https://huagongshe.com/ja/reaction/44987

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4-(5-Bromopyridin-3-yl)morpholineHCID 46739614—
反応物ButyllithiumHCID 178418339—
溶媒HexaneHCID 8058—
生成物5-MorpholinonicotinaldehydeHCID 5747789691%

反応手順

A solution of 4-(5-bromopyridin-3-yl)morpholine (100 mg, 0.0004 mol) in ether (2 mL, 0.02 mol) cooled at −78° C. was treated with 2.5 M n-butyllithium in hexane (0.2 mL) and was stirred for 1 h. To this mixture was added DMF (0.5 mL, 0.006 mol) dropwise. The reaction was quenched with water and extracted with ethyl acetate. The combined organic layers were washed with saturated sodium chloride, dried over magnesium sulfate, filtered and concentrated to give 5-morpholin-4-ylnicotinaldehyde (70 mg, 90%) as a crude product. 1H NMR (400 MHz, CDCl3): 10.1 (s, 1H), 8.0 (s, 2H), 7.6 (s, 1H), 3.8 (m, 4H), 3.2 (m, 4H).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08541425B2
出典データセットuspto-grants-2013_09
ORD IDord-8b23043590094b9397029e40ff0731d9
出典メモuspto-grants-2013_09