Methanol → Methyl 2-(4,6-dimethoxypyrimidin-2-yl)oxybut-2-enoate

HRID 847119

반응식

HRID 847119 반응식
[OH:1][CH:2]([CH:7]=[CH2:8])[C:3]([O:5][CH3:6])=[O:4].[CH3:9][O:10][C:11]1[CH:16]=[C:15]([O:17][CH3:18])[N:14]=[C:13](S(C)(=O)=O)[N:12]=1.C(=O)([O-])[O-].[K+].[K+].CO>C(C(C)=O)C.C(Cl)(Cl)Cl>[CH3:9][O:10][C:11]1[CH:16]=[C:15]([O:17][CH3:18])[N:14]=[C:13]([O:1][C:2](=[CH:7][CH3:8])[C:3]([O:5][CH3:6])=[O:4])[N:12]=1

참가 물질

7

반응물 4

HCID 887MethanolHCID 11430Potassium CarbonateHCID 545123Methyl 2-hydroxybut-3-enoateHCID 8383634,6-Dimethoxy-2-(methylsulfonyl)pyrimidine

생성물 1

HCID 53952661Methyl 2-(4,6-dimethoxypyrimidin-2-yl)oxybut-2-enoate수율 78.1%

시약·촉매·용매 2

HCID 6212Chloroform용매HCID 6569Methyl Ethyl Ketone용매

실험 절차

A mixture of methyl 2-hydroxybut-3-enoate (0.80g, 6.9mmol), 4,6-dimethoxy-2-methanesulphonylpyrimidine (1.50g, 6.9mmol) and potassium carbonate (1.04g, 7.6mmol) in methyl ethyl ketone (100ml) was refluxed for 12 hours. The reaction mixture was filtered and the filtrate evaporated in vacuo. Flash column chromatography (silica, 1.5% methanol in chloroform) of the residue gave the title compound (1.37g, 78% yield by weight).

후처리

  1. temperaturewas refluxed for 12 hours
  2. filtrationThe reaction mixture was filtered
  3. customthe filtrate evaporated in vacuo

출처 및 근거

ORD 기록
ord-926200faf6b44bfaa25326ff0c79f915
출처 데이터셋
uspto-grants-1992_08
특허 번호
US05139563

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