Реакция #1178415

Уравнение реакции

(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

Растворители

ether

Условия реакции

Обработка

1. 1
   ДругоеAfter completion, the reaction was quenched
2. 2
   workup.ADDITIONby adding water (10 mL) at −78° C
3. 3
   ЭкстракцияExtracted with ethyl acetate
4. 4
   Промывкаwashed with water (×3), brine (×2)
5. 5
   Сушкаdried over sodium sulfate
6. 6
   Фильтрацияfiltered
7. 7
   Концентрированиеconcentrated
8. 8
   ДругоеThe crude product, compound 7-5, was used in the next reaction step

Методика

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.

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