تفاعل #985

معادلة التفاعل

ester

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

diisobutylaluminum hydride

→

alcohol

المردود 95.8%

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

المردود 95.8%

المذيبات

THF

ظروف التفاعل

المعالجة

1. 1
   أخرىThe reaction was quenched with saturated potassium sodium tartrate
2. 2
   استخلاصextracted three times with ethyl acetate
3. 3
   تجفيفThe combined organic extracts were dried over MgSO4
4. 4
   ترشيحfiltered
5. 5
   تركيزconcentrated

الإجراء التجريبي

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.

المصدر