Reaktion #433398

Reaktionsgleichung

4-(diethoxymethyl)benzaldehyde

ether

→

title product

Ausbeute 97.0%

2-(4-Diethoxymethylphenyl)ethanol

Ausbeute 97.0%

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeremains below 0° C
2. 2
   workup.ADDITIONAfter the addition the reaction
3. 3
   Sonstigewas quenched with saturated ammonium chloride (80 ml)
4. 4
   workup.ADDITIONthe solution was diluted with water (50 ml)
5. 5
   Extraktionextracted with ether (2×75 ml)
6. 6
   WaschenThe combined extracts were washed with water (50 ml) and brine (50 ml)
7. 7
   Trocknendried over sodium sulfate
8. 8
   Einengenconcentrated in vacuo

Vorschrift

To a solution of 4-(diethoxymethyl)benzaldehyde (5.0 g, 24 mmol) in ether (65 ml), cooled to -10° C., was added dropwise a 1.5M toluene-THF methylmagnesium bromide solution (64 ml, 96 mmol) at such a rate that the temperature remains below 0° C. After the addition the reaction was quenched with saturated ammonium chloride (80 ml) and the solution was diluted with water (50 ml) and extracted with ether (2×75 ml). The combined extracts were washed with water (50 ml) and brine (50 ml), dried over sodium sulfate and concentrated in vacuo, leaving present title product (5.2 g, 97%) as an oil.

Quelle