Reaktion #985

Reaktionsgleichung

ester

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

diisobutylaluminum hydride

→

alcohol

Ausbeute 95.8%

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

Ausbeute 95.8%

Lösungsmittel

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe reaction was quenched with saturated potassium sodium tartrate
2. 2
   Extraktionextracted three times with ethyl acetate
3. 3
   TrocknenThe combined organic extracts were dried over MgSO4
4. 4
   Filtrationfiltered
5. 5
   Einengenconcentrated

Vorschrift

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.

Quelle