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

HRID 917380

反応式

HRID 917380 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-de013e0968cf4bff925e867421243f82
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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