반응 #56656

반응 방정식

ethyl 2-(3-acetoxy-1-chloro-2-(2-hydroxyethoxy)propan-2-yl)-5-hydroxy-6-oxo-1,6-dihydropyrimidine-4-carboxylate

methane sulfonylchloride

Et3N

→

title compound

Ethyl 9-(acetoxymethyl)-9-(chloromethyl)-3-(methylsulfonyloxy)-4-oxo-4,6,7,9-tetrahydropyrimido[2,1-c][1,4]oxazine-2-carboxylate

용매

tetrahydrofuran

반응 조건

후처리

1. 1
   기타Solvent was removed in-vacuo
2. 2
   workup.DISSOLUTIONthe crude product was dissolved in ethyl acetate (100 mL)
3. 3
   세척washed with water (2×50 mL)
4. 4
   건조The organic solution was dried (Na2SO4)
5. 5
   여과filtered
6. 6
   농축concentrated in-vacuo

실험 절차

A solution of ethyl 2-(3-acetoxy-1-chloro-2-(2-hydroxyethoxy)propan-2-yl)-5-hydroxy-6-oxo-1,6-dihydropyrimidine-4-carboxylate (2.322 g, 6.13 mmol) in tetrahydrofuran (100 mL) was treated with methane sulfonylchloride (2.11 g, 18.4 mmol) and Et3N (2.25 g, 22 mmol) and then heated (60° C., oil bath) for 3 hrs. Solvent was removed in-vacuo and the crude product was dissolved in ethyl acetate (100 mL), then washed with water (2×50 mL). The organic solution was dried (Na2SO4), filtered and concentrated in-vacuo to give the title compound as a viscous amber oil which was used immediately in the following reaction.

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