Dimethylformamide → 4,4-Difluoro-3-methyl-3-butenyl 4-methyl-2-phenylthiazole-5-carboxylate

HRID 917381

反応式

HRID 917381 の反応式
CN(C)C=O.CS([O:10][CH2:11][CH2:12][C:13]([CH3:17])=[C:14]([F:16])[F:15])(=O)=O.[CH3:18][C:19]1[N:20]=[C:21]([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[S:22][C:23]=1[C:24](O)=[O:25].C(=O)([O-])O.[Na+]>O>[CH3:18][C:19]1[N:20]=[C:21]([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[S:22][C:23]=1[C:24]([O:10][CH2:11][CH2:12][C:13]([CH3:17])=[C:14]([F:15])[F:16])=[O:25]

参加物

6

反応物 4

HCID 6228DimethylformamideHCID 516892Sodium BicarbonateHCID 7209574-Methyl-2-phenyl-thiazole-5-carboxylic acidHCID 23020237HCID 23020237、化合物

生成物 1

HCID 691789214,4-Difluoro-3-methyl-3-butenyl 4-methyl-2-phenylthiazole-5-carboxylate収率 94%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
100 °C

実験手順

To 25 ml of N,N-dimethylformamide were dissolved 2.60 g (13 mmol) of 4,4-difluoro-3-methyl-3-butenyl methanesulfonate and 2.19 g (10 mmol) of 4-methyl-2-phenylthiazole-5-carboxylic acid, followed by the addition of 1.68 g (20 mmol) of sodium hydrogencarbonate and stirring at 100° C. for 3 hours. The reaction liquid was then poured in water and extracted with diethyl ether. The organic layer was washed with water and a saturated saline solution in this order, followed by drying over anhydrous magnesium sulfate and concentration under reduced pressure. The residue was purified with silica gel column chromatography (ethyl acetate ether: hexane=1:9) to obtain 3.03 g (yield: 94%) of 4,4-difluoro-3-methyl-3-butenyl 4-methyl-2-phenylthiazole-5-carboxylate.

後処理

  1. customThe reaction liquid
  2. extractionextracted with diethyl ether
  3. washThe organic layer was washed with water
  4. dry with materialby drying over anhydrous magnesium sulfate and concentration under reduced pressure
  5. customThe residue was purified with silica gel column chromatography (ethyl acetate ether: hexane=1:9)

出典と根拠

ORDレコード
ord-c74a8cac6b1e46f7bf1fc4135f11063b
出典データセット
uspto-grants-2007_09
特許番号
US07273878B2

関連ノート

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