Reaktion #424735

Reaktionsgleichung

1,1-Dimethylethyl cyclopropyl{[2,3-dichloro-5-(2-hydroxyethyl)phenyl]-methyl}carbamate

sodium hydride

iodomethane

→

title compound

1,1-Dimethylethyl cyclopropyl({2,3-dichloro-5-[2-(methyloxy)ethyl]phenyl}methyl)carbamate

Lösungsmittel

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe volatiles were then removed in vacuo
2. 2
   Sonstigethe resulting residue partitioned between ether and 1 N aq. HCl
3. 3
   SonstigeThe aqueous layer was separated
4. 4
   Extraktionback-extracted with ether
5. 5
   WaschenThe combined organic extracts were then washed further with 1 N aq. NaOH, water and brine
6. 6
   TrocknenThis was then dried over Na2SO4
7. 7
   Filtrationfiltered
8. 8
   Einengenthe filtrate concentrated in vacuo

Vorschrift

1,1-Dimethylethyl cyclopropyl{[2,3-dichloro-5-(2-hydroxyethyl)phenyl]-methyl}carbamate (1 eq.) was taken up in THF (0.3 M). To this solution was then added sodium hydride (60% w/w dispersion in oil, 1 eq.) and the resulting suspension was stirred at RT for 5 min. Finally, iodomethane (10 eq.) was added and the now pale yellow solution was stirred in darkness at RT for another 10 h. The volatiles were then removed in vacuo and the resulting residue partitioned between ether and 1 N aq. HCl. The aqueous layer was separated and back-extracted with ether. The combined organic extracts were then washed further with 1 N aq. NaOH, water and brine. This was then dried over Na2SO4, filtered and the filtrate concentrated in vacuo to give the title compound (contaminated with oil) as a pale yellow oil.

Quelle