반응 #61385

반응 방정식

HCl

1-(2-chloro-1-chloromethyl-ethoxy)-2-nitro-benzene

1-chloromethane-sulfonyl-naphthalene

potassium t-butoxide

→

title compound

수율 66.3%

1-[3-(2-Chloro-1-chloromethyl-ethoxy)-2-nitro-phenylmethane-sulfonyl]-naphthalene

수율 66.3%

용매

THF

반응 조건

후처리

1. 1
   기타to rise to −40° C
2. 2
   추출extracted with EtOAc
3. 3
   건조dried over Na2SO4
4. 4
   농축concentrated under vacuum
5. 5
   기타The resultant solid residue was recrystallized from CH2Cl2/hexane

실험 절차

A mixture of 1-(2-chloro-1-chloromethyl-ethoxy)-2-nitro-benzene (2) (2.0 g, 8 mmoles) and 1-chloromethane-sulfonyl-naphthalene (2.88 g, 12 mmoles) in THF at −78° C., under nitrogen, was treated dropwise over a 30 minute period with a solution of 1M potassium t-butoxide (18 ml, 18 mmoles). The reaction temperature was allowed to rise to −40° C. The reaction mixture was stirred at −40° C. for 5 hours poured into cold 2N HCl and extracted with EtOAc. The extracts were combined, dried over Na2SO4, and concentrated under vacuum. The resultant solid residue was recrystallized from CH2Cl2/hexane to afford the title compound as an off-white solid (2.4 g, 5.3 mmoles), identified by HNMR analysis.

출처