تفاعل #1833212

ord-27090ebb5bf8478693cf60fffa81c546

معادلة التفاعل

C=Cc1nc(Cl)nc(Cl)c1OC
2,6-dichloro-5-methoxy-4-vinyl pyrimidine
CO.ClCCl
dichloromethane methanol
COc1c(Cl)nc(Cl)nc1C=O
title compound
المردود 100.0%
COc1c(Cl)nc(Cl)nc1C=O
2,6-Dichloro-5-methoxy-pyrimidine-4-carbaldehyde
المردود 100.0%

الكواشف

لا شيء

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىOzone gas was bubbled
  2. 2
    أخرىThe reaction was quenched with dimethyl sulfide (50 mL)
  3. 3
    تركيزconcentrated under reduced pressure at 40° C.

الإجراء التجريبي

A solution of 2,6-dichloro-5-methoxy-4-vinyl pyrimidine (50 g, 0.24 mol) in dichloromethane:methanol (4:1, 2 L) was cooled to −78° C. Ozone gas was bubbled therethrough for 5 h. The reaction was quenched with dimethyl sulfide (50 mL). The mixture was slowly warmed to room temperature and concentrated under reduced pressure at 40° C. to provide the title compound (50.5 g, 100%); high-performance liquid chromatography (HPLC; 85% acetonitrile buffered with 0.1% volume per volume (v/v) acetic acid).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US09149038B2uspto-grants-2015_10