Reaktion #216166

Reaktionsgleichung

phenylacetaldehyde

Sodium methoxide

nitromethane

→

desired product

Ausbeute 80.1%

(±)-1-Nitromethyl-2-phenylethanol

Ausbeute 80.1%

Lösungsmittel

methanol

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGthe mixture stirred for 45 minutes at 0° C.
2. 2
   workup.WAITbrought to room temperature over 1 hour
3. 3
   workup.STIRRINGstirred overnight
4. 4
   SonstigeThe mixture was evaporated in vacuo
5. 5
   Extraktionextracted with ether
6. 6
   WaschenThe combined extracts were washed with water and brine
7. 7
   Sonstigeevaporated in vacuo

Vorschrift

Sodium methoxide (1.1 g) was added to a stirred solution of nitromethane (Aldrich, 12.2 g) in methanol (100 ml) at 0° C. and the mixture stirred for 10 minutes. A solution of phenylacetaldehyde (Aldrich, 24.0 g) in methanol (50 ml) was added dropwise over 15 minutes and the mixture stirred for 45 minutes at 0° C., then brought to room temperature over 1 hour and stirred overnight. The mixture was evaporated in vacuo and the residue taken up in water and extracted with ether. The combined extracts were washed with water and brine and evaporated in vacuo to give the desired product as a yellow oil (29.0 g).

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