Reaktion #582299

Reaktionsgleichung

methyl iodide

Ethylformate

NaH

Dimethylindanone

→

2-Methoxymethylene-3,3-dimethyl-indan-1-one

Lösungsmittel

THF

THF

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwas added
2. 2
   Sonstigeexceed 40° C
3. 3
   workup.STIRRINGund stirring
4. 4
   workup.WAITcontinued for 48 h
5. 5
   SonstigeAfter quenching with aq. NaHCO3-solution and aqueous workup a dark red oil (20.4 g, 100%)
6. 6
   Sonstigeof was obtained

Vorschrift

Ethylformate (8.10 g, 110 mmol) in THF (50 ml) was added to the suspension of NaH (55% in mineral oil, 4.80 g, 110 mmol) in THF (50 ml). After stirring for 5 min at RT Dimethylindanone (16.0 g, 100 mmol)in THF (50 ml) was added. Gas evolution started and the temperature of the mixture rose and was controlled with an icebath to not exceed 40° C. After further stirring for 4.5 h at RT, methyl iodide (42.6 g, 300 mmol) was added und stirring continued for 48 h. After quenching with aq. NaHCO3-solution and aqueous workup a dark red oil (20.4 g, 100%) of was obtained.

Quelle