反応 #1178415
ord-5eb646a40cdd4eb2b0e6cda40ca21f14
反応方程式
(S)-benzyl 4-fluoro-3-(1,3-dioxoisoindolin-2-yl)butanoate
compound 7-4
(S)-benzyl 4-fluoro-3-(1,3-dioxoisoindolin-2-yl)butanoate
diisobutylaluminum hydride
→
(S)-4-fluoro-3-(1,3-dioxoisoindolin-2-yl)butanal
反応物
試薬
なし
溶媒
反応条件
温度
-78°CELSIUS
詳細条件
See reaction.notes.procedure_details.
後処理
- 1その他After completion, the reaction was quenched
- 2workup.ADDITIONby adding water (10 mL) at −78° C
- 3抽出Extracted with ethyl acetate
- 4洗浄washed with water (×3), brine (×2)
- 5乾燥dried over sodium sulfate
- 6ろ過filtered
- 7濃縮concentrated
- 8その他The crude product, compound 7-5, was used in the next reaction step
実験手順
To a stirred solution of (S)-benzyl 4-fluoro-3-(1,3-dioxoisoindolin-2-yl)butanoate (compound 7-4, 0.5 mmol) in dry ether (5 mL) was added dropwise to diisobutylaluminum hydride (1.0 M in toluene, 1.5 mmol) at −78° C. The reaction was stirred at −78° C. for approximately 30 min as monitored by LC/MS. After completion, the reaction was quenched by adding water (10 mL) at −78° C. Extracted with ethyl acetate, washed with water (×3), brine (×2), dried over sodium sulfate, filtered and concentrated. The crude product, compound 7-5, was used in the next reaction step.