反应 #1178415
ord-5eb646a40cdd4eb2b0e6cda40ca21f14
反应方程式
(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
反应物
试剂
无
溶剂
反应条件
温度
-78°CELSIUS
详细条件
See reaction.notes.procedure_details.
后处理
- 1其他After completion, the reaction was quenched
- 2workup.ADDITIONby adding water (10 mL) at −78° C
- 3萃取Extracted with ethyl acetate
- 4洗涤washed with water (×3), brine (×2)
- 5干燥dried over sodium sulfate
- 6过滤filtered
- 7浓缩concentrated
- 8其他The crude product, compound 7-5, was used in the next reaction step
实验过程
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.