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

HRID 917371
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인쇄 미리보기

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HRID 917371 반응식
CN(C)C=O.CS([O:10][CH2:11][CH2:12][C:13]([CH3:17])=[C:14]([F:16])[F:15])(=O)=O.[CH2:18]([O:22][C:23]1[N:28]=[C:27]([CH3:29])[C:26]([C:30](O)=[O:31])=[CH:25][N:24]=1)[CH2:19][CH2:20][CH3:21].C(=O)([O-])O.[Na+]>O>[CH2:18]([O:22][C:23]1[N:28]=[C:27]([CH3:29])[C:26]([C:30]([O:10][CH2:11][CH2:12][C:13]([CH3:17])=[C:14]([F:16])[F:15])=[O:31])=[CH:25][N:24]=1)[CH2:19][CH2:20][CH3:21]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 516892Sodium BicarbonateHCID 230201272-Butoxy-4-methylpyrimidine-5-carboxylic acidHCID 230202374,4-Difluoro-3-Methyl-3-Buten-1-Yl Methanesulfonate

생성물 1

HCID 691790234,4-Difluoro-3-methyl-3-butenyl 2-butoxy-4-methylpyrimidine-5-carboxylate수율 32%

시약·촉매·용매 1

HCID 962
Water
용매

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온도
100 °C

실험 절차

To 50 ml of N,N-dimethylformamide were dissolved 6.6 g (33 mmol) of 4,4-difluoro-3-methyl-3-butenyl methanesulfonate and 7.6 g (36 mmol) of 2-butoxy-4-methylpyrimidine-5-carboxylic acid, followed by the addition of 3.6 g (43 mmol) of sodium hydrogencarbonate and stirring at 100° C. for 2 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=1:9) to obtain 3.3 g (yield: 32%) of 4,4-difluoro-3-methyl-3-butenyl 2-butoxy-4-methylpyrimidine-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=1:9)

출처 및 근거

ORD 기록
ord-e805e709080b4b0c9f156d88adde612e
출처 데이터셋
uspto-grants-2007_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07273878B2

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