Reaktion #305425

Reaktionsgleichung

Paraformaldehyde

Magnesium chloride

2-ethylphenol

HCl

triethylamine

→

9

Ausbeute 95.7%

2-Hydroxy-3-ethyl benzaldehyde

Ausbeute 95.7%

Lösungsmittel

acetonitrile

diethyl ether

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigePrepared
2. 2
   Temperaturthe mixture was heated
3. 3
   Temperaturat reflux for 3 hours
4. 4
   SonstigeThe organic phase was separated
5. 5
   Extraktionthe aqueous layer re-extracted with 100 mL of ether
6. 6
   WaschenThe combined organic extracts were washed with brine
7. 7
   Trocknendried over sodium sulphate
8. 8
   Sonstigethe solvent removed under reduced pressure

Vorschrift

Prepared according to Zaidlewicz, M.; et al; Tetrahedron:Asymmetry; 2003, 14, 1659-1664: Magnesium chloride (11.4 g, 120 mmol) was added at room temperature to a solution of 2-ethylphenol (9.77 g, 80 mmol) in acetonitrile (100 mL), followed by triethylamine (42 mL, 300 mmol). Paraformaldehyde (16.2 g, 540 mmol) was then added portionwise to the stirred suspension and the mixture was heated at reflux for 3 hours. The mixture was cooled to room temperature then poured into a vigorously stirred mixture of 250 mL of 5% HCl and 150 mL of diethyl ether. The organic phase was separated, and the aqueous layer re-extracted with 100 mL of ether. The combined organic extracts were washed with brine, dried over sodium sulphate and the solvent removed under reduced pressure to give 11.5 g of 9 as a yellow oil which was used without further purification:

Quelle