Triethylamine → 2-Fluoro-2-trifluoromethyl-4-decenamide

HRID 1738738ノート

反応式

HRID 1738738 の反応式
[CH2:1]=[CH:2][C@H:3](O)[CH2:4][CH2:5][CH2:6][CH2:7]C.C([N:12](CC)CC)C.C(NCC)C.[F:22][C:23]([F:30])([F:29])[C:24]([F:28])=[C:25](F)F.[C:31](=[O:34])(O)[O-].[Na+]>ClCCl>[F:28][C:24]([C:23]([F:30])([F:29])[F:22])([CH2:25][CH:1]=[CH:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7])[C:31]([NH2:12])=[O:34]

参加物

6

反応物 4

HCID 8471TriethylamineHCID 516892Sodium BicarbonateHCID 6992244(R)-oct-1-en-3-olHCID 11770067Ethanamine, N-ethyl-, compd. with 1,1,2,3,3,3-hexafluoro-1-propene (1:1)

生成物 1

HCID 540171342-Fluoro-2-trifluoromethyl-4-decenamide収率 67.2%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
0 °C

実験手順

Into a reaction flask were charged 2.0 g (15.6 mmol) of (R)-1-octen-3-ol (96.0%e.e.), 4.4 ml (31.3 mmol) of triethylamine and 40 ml of dichloromethane, and the reaction mixture was cooled to 0° C. Holding the temperature at 0° C., 3.5 ml (15.6 mmol) of hexafluoropropene diethylamine was added dropwise to the mixture. After the addition, the reaction mixture was stirred for 2 hours at 0° C. and 48 hours at room temperature. Into the mixture was added a saturated aqueous solution of sodium bicarbonate, and the mixture was extracted with dichloromethane. The organic layer was dried with anhydrous magnesium sulphate and then concentrated. The raw product was purified using silica gel column chromatography to obtain 3.26 g of the desired compound. The yield was 67.2%.

後処理

  1. customat 0° C.
  2. additionAfter the addition
  3. extractionthe mixture was extracted with dichloromethane
  4. dry with materialThe organic layer was dried with anhydrous magnesium sulphate
  5. concentrationconcentrated
  6. customThe raw product was purified

出典と根拠

ORDレコード
ord-6bdca5d8805849c3946682fbe81aa180
出典データセット
uspto-grants-1999_10
特許番号
US05965059

反応ノート

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