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

HRID 847119

反応式

HRID 847119 の反応式
[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

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 6212Chloroform溶媒HCID 6569Methyl Ethyl Ketone溶媒

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-926200faf6b44bfaa25326ff0c79f915
出典データセット
uspto-grants-1992_08
特許番号
US05139563

関連ノート

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