Реакция #985

Уравнение реакции

ester

4-[3-[1,3]-Dioxolan-2-yl-propyl)benzoic acid methyl ester

diisobutylaluminum hydride

→

alcohol

Выход 95.8%

[4-(3-[1,3]-Dioxan-2-yl-propyl)phenyl]methanol

Выход 95.8%

Растворители

THF

Условия реакции

Обработка

1. 1
   ДругоеThe reaction was quenched with saturated potassium sodium tartrate
2. 2
   Экстракцияextracted three times with ethyl acetate
3. 3
   СушкаThe combined organic extracts were dried over MgSO4
4. 4
   Фильтрацияfiltered
5. 5
   Концентрированиеconcentrated

Методика

To a solution of 2.85 g (11.4 mmol) of ester 169 in 25 mL of THF at 0° C. was added 4.4 mL (24.7 mmol) of diisobutylaluminum hydride and the resulting mixture was allowed to stir at 0° C. for 15 min. The reaction was quenched with saturated potassium sodium tartrate and extracted three times with ethyl acetate. The combined organic extracts were dried over MgSO4, filtered and concentrated to yield 2.58 g of the crude alcohol 170 as an oil. 1H NMR consistent with the product.

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