تفاعل #444666

ord-7528507575514fc1b1849363e5f6023b

معادلة التفاعل

COc1cc(OC)nc(Cl)n1
2-chloro-4,6-dimethoxypyrimidine
CC(=O)C(C)O
3-hydroxy-2-oxobutane
CS(=O)[O-].[Na+]
sodium methanesulfinate
O=C([O-])[O-].[K+].[K+]
potassium carbonate
COc1cc(OC)nc(OC(C)C(C)=O)n1
title product
COc1cc(OC)nc(OC(C)C(C)=O)n1
(+/-)-3-(4,6-dimethoxy-2-pyrimidinyloxy)-2-butanone

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىthe solvent was removed in a rotary evaporator at 70° C./20 mbar
  2. 2
    أخرىThe residue was purified by chromatography on a silica gel column (eluent hexane/ethyl acetate 4:1)

الإجراء التجريبي

4.38 g (25 mmol) of 2-chloro-4,6-dimethoxypyrimidine, 2.31 g (26.2 mmol) of 3-hydroxy-2-oxobutane and 0.66 g (6.3 mmol) of sodium methanesulfinate were heated in the presence of 5.17 g (37.5 mmol) of potassium carbonate in 25 ml of N,N-dimethylformamide to 120° C. with stirring. After 3 hours, the solvent was removed in a rotary evaporator at 70° C./20 mbar. The residue was purified by chromatography on a silica gel column (eluent hexane/ethyl acetate 4:1). The title product was obtained from the product fraction in the form of a pale yellowish oil in a yield of 4.58 g (80.4 percent of theory) (GC content 99 percent). Other data concerning the title compound was:

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05840892uspto-grants-1998_11