Реакция #1833212

ord-27090ebb5bf8478693cf60fffa81c546

Уравнение реакции

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
Выход 100.0%
COc1c(Cl)nc(Cl)nc1C=O
2,6-Dichloro-5-methoxy-pyrimidine-4-carbaldehyde
Выход 100.0%

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ДругоеOzone gas was bubbled
  2. 2
    ДругоеThe reaction was quenched with dimethyl sulfide (50 mL)
  3. 3
    Концентрированиеconcentrated under reduced pressure at 40° C.

Методика

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).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US09149038B2uspto-grants-2015_10