Reaktion #983

Reaktionsgleichung

4-carboxybenzaldehyde

trimethylsilyldiazomethane

NaHCO3

→

ester

4-Formylbenzoic acid methyl ester

Lösungsmittel

CH2Cl2

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionextracted three times with ethyl acetate
2. 2
   TrocknenThe combined organic extracts were dried over MgSO4
3. 3
   Filtrationfiltered
4. 4
   Einengenconcentrated

Vorschrift

To a suspension of 9.6 g (63.6 mmol) of 4-carboxybenzaldehyde (Aldrich Chemical Co.) in 100 mL of CH2Cl2 at 0° C. was added excess trimethylsilyldiazomethane and the resulting mixture was allowed to stir at 0° C. for 1 h. The mixture was poured into saturated aqueous NaHCO3 and extracted three times with ethyl acetate. The combined organic extracts were dried over MgSO4, filtered and concentrated to give 4.3 g of the ester 167 as an oil. 1H NMR consistent with the product.

Quelle