Triethylamine → 4,4-Difluoro-3-methyl-3-butenyl 2-(4-chlorobutoxy)-4-methylpyrimidine-5-carboxylate

HRID 917380

반응식

HRID 917380 반응식
[Cl:1][CH2:2][CH2:3][CH2:4][CH2:5][OH:6].CS([C:11]1[N:16]=[C:15]([CH3:17])[C:14]([C:18]([O:20][CH2:21][CH2:22][C:23]([CH3:27])=[C:24]([F:26])[F:25])=[O:19])=[CH:13][N:12]=1)(=O)=O.C(N(CC)CC)C>O>[Cl:1][CH2:2][CH2:3][CH2:4][CH2:5][O:6][C:11]1[N:16]=[C:15]([CH3:17])[C:14]([C:18]([O:20][CH2:21][CH2:22][C:23]([CH3:27])=[C:24]([F:26])[F:25])=[O:19])=[CH:13][N:12]=1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 135694-Chloro-1-butanolHCID 691816824,4-Difluoro-3-methyl-3-butenyl 2-methanesulfonyl-4-methylpyrimidine-5-carboxylate

생성물 1

HCID 230202154,4-Difluoro-3-methyl-3-butenyl 2-(4-chlorobutoxy)-4-methylpyrimidine-5-carboxylate수율 27.7%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To 1.02 g (9.4 mmol) of 4-chlorobutanol was dissolved 1.00 g (3.1 mmol) of 4,4-difluoro-3-methyl-3-butenyl 2-methanesulfonyl-4-methylpyrimidine-5-carboxylate, followed by the addition of 0.38 g (3.8 mmol) of triethylamine under ice-cooling and stirring at room temperature for 14 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:hexane=1:9) to obtain 0.30 g (yield: 27%) of 4,4-difluoro-3-methyl-3-butenyl 2-(4-chlorobutoxy)-4-methylpyrimidine-5-carboxylate.

후처리

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

출처 및 근거

ORD 기록
ord-de013e0968cf4bff925e867421243f82
출처 데이터셋
uspto-grants-2007_09
특허 번호
US07273878B2

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