3-Aminopropionitrile → 3-(Di-5-hexenyl)aminopropionitrile

HRID 11439

반응식

HRID 11439 반응식
[NH2:1][CH2:2][CH2:3][C:4]#[N:5].Br[CH2:7][CH2:8][CH2:9][CH2:10][CH:11]=[CH2:12].[I-].[Na+].C(=O)([O-])[O-].[K+].[K+]>C(OCC)C.CN(C)C=O>[CH2:7]([N:5]([CH2:12][CH2:11][CH2:10][CH2:9][CH:8]=[CH2:7])[CH2:4][CH2:3][C:2]#[N:1])[CH2:8][CH2:9][CH2:10][CH:11]=[CH2:12]

참가 물질

7

반응물 4

HCID 16473-AminopropionitrileHCID 5238Sodium IodideHCID 11430Potassium CarbonateHCID 759066-Bromo-1-hexene

생성물 1

HCID 121366273-(Di-5-hexenyl)aminopropionitrile수율 67%

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 6228Dimethylformamide용매

실험 절차

N,N-Dimethylformamide (28 ml) was added to 3-aminopropionitrile (0.98 g, 14 mmol), and the mixture was stirred at room temperature. 6-Bromo-1-hexene (5.0 g, 31 mmol), sodium iodide (11 g, 73 mmol) and potassium carbonate (5.8 g, 42 mmol) were added to the mixture, and the whole was stirred overnight. The reaction mixture was diluted with diethyl ether (100 ml), and the whole was washed with water (100 ml, twice) and saturated brine (50 ml) successively. The organic layer was dried over sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography to give 2.2 g (66%) of 3-(di-5-hexenyl)aminopropionitrile as a colorless oily matter.

후처리

  1. stirringthe whole was stirred overnight
  2. washthe whole was washed with water (100 ml
  3. dry with materialThe organic layer was dried over sodium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customThe residue was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-5be7de404eea4fd0bdb5fb8ce7e9a3b1
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07098226B2

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