반응 #985

반응 방정식

ester

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

diisobutylaluminum hydride

→

alcohol

수율 95.8%

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

수율 95.8%

용매

THF

반응 조건

후처리

1. 1
   기타The reaction was quenched with saturated potassium sodium tartrate
2. 2
   추출extracted three times with ethyl acetate
3. 3
   건조The combined organic extracts were dried over MgSO4
4. 4
   여과filtered
5. 5
   농축concentrated

실험 절차

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.

출처