Dimethylformamide → 6,6-Difluoro-5-methyl-5-hexenyl 4-methyl-2-phenylthiazole-5-carboxylate

HRID 917356

반응식

HRID 917356 반응식
CN(C)C=O.CS([O:10][CH2:11][CH2:12][CH2:13][CH2:14][C:15]([CH3:19])=[C:16]([F:18])[F:17])(=O)=O.[CH3:20][C:21]1[N:22]=[C:23]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[S:24][C:25]=1[C:26](O)=[O:27].C(=O)([O-])O.[Na+]>O>[CH3:20][C:21]1[N:22]=[C:23]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[S:24][C:25]=1[C:26]([O:10][CH2:11][CH2:12][CH2:13][CH2:14][C:15]([CH3:19])=[C:16]([F:17])[F:18])=[O:27]

참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 516892Sodium BicarbonateHCID 7209574-Methyl-2-phenyl-thiazole-5-carboxylic acidHCID 230203716,6-Difluoro-5-methyl-5-hexenyl methanesulfonate

생성물 1

HCID 230201886,6-Difluoro-5-methyl-5-hexenyl 4-methyl-2-phenylthiazole-5-carboxylate수율 74%

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
100 °C

실험 절차

To 10 ml of N,N-dimethylformamide were dissolved 0.50 g (2.2 mmol) of 6,6-difluoro-5-methyl-5-hexenyl methanesulfonate and 0.53 g (2.4 mmol) of 4-methyl-2-phenylthiazole-5-carboxylic acid, followed by the addition of 0.37 g (4.4 mmol) of sodium hydrogencarbonate and stirring at 100° C. for 6 hours. The reaction liquid was then poured in water and extracted with ethyl acetate. 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:hexane=1:19) to obtain 0.57 g (yield: 74%) of 6,6-difluoro-5-methyl-5-hexenyl 4-methyl-2-phenylthiazole-5-carboxylate.

후처리

  1. customThe reaction liquid
  2. extractionextracted with ethyl acetate
  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:hexane=1:19)

출처 및 근거

ORD 기록
ord-ed3a289d1c7047d889f544ad0741d157
출처 데이터셋
uspto-grants-2007_09
특허 번호
US07273878B2

연결된 노트

불러오는 중…