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Triethylamine → 2-Fluoro-2-trifluoromethyl-4-octenamide

HRID 1738736
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HRID 1738736 반응식
[CH2:1]=[CH:2][C@H:3](O)[CH2:4][CH2:5]C.C([N:10](CC)CC)C.C(NCC)C.[F:20][C:21]([F:28])([F:27])[C:22]([F:26])=[C:23](F)F.[C:29](=[O:32])(O)[O-].[Na+]>ClCCl>[F:26][C:22]([C:21]([F:28])([F:27])[F:20])([CH2:23][CH:1]=[CH:2][CH2:3][CH2:4][CH3:5])[C:29]([NH2:10])=[O:32]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 516892Sodium BicarbonateHCID 6992421(3R)-1-hexen-3-olHCID 11770067Ethanamine, N-ethyl-, compd. with 1,1,2,3,3,3-hexafluoro-1-propene (1:1)

생성물 1

HCID 538353032-Fluoro-2-trifluoromethyl-4-octenamide

시약·촉매·용매 1

HCID 6344Dichloromethane
용매

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온도
0 °C

실험 절차

Into a reaction flask were charged 920 mg of (R)-1-hexen-3-ol (91.2%e.e.), 5.7 ml of triethylamine and 10 ml of dichloromethane, and the reaction mixture was cooled to 0° C. Holding the temperature at 0° C., 3.3 ml of hexafluoropropene diethylamine was added dropwise into 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 by silica gel column chromatography to obtain 1.35 g of the desired compound.

후처리

  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 by silica gel column chromatography

출처 및 근거

ORD 기록
ord-1da0ef9cacfe4137a2d2e53cb63badc6
출처 데이터셋
uspto-grants-1999_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05965059

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