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

HRID 917381

반응식

HRID 917381 반응식
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]

참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 516892Sodium BicarbonateHCID 7209574-Methyl-2-phenyl-thiazole-5-carboxylic acidHCID 23020237HCID 23020237, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
100 °C

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-c74a8cac6b1e46f7bf1fc4135f11063b
출처 데이터셋
uspto-grants-2007_09
특허 번호
US07273878B2

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