Hydrochloric Acid → 4-Benzyloxy-2,2-difluorobutylamine

HRID 232171노트

반응식

HRID 232171 반응식
[CH2:1]([O:8][CH2:9][CH2:10][C:11]([F:25])([F:24])[CH2:12][N:13]1C(=O)C2=CC=CC=C2C1=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O.NN.Cl>C(O)C>[CH2:1]([O:8][CH2:9][CH2:10][C:11]([F:24])([F:25])[CH2:12][NH2:13])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 24654Hydrazine hydrate (1:1)HCID 19860700N-(4-benzyloxy-2,2-difluorobutyl)phthalimide

생성물 1

HCID 198606944-Benzyloxy-2,2-difluorobutylamine

시약·촉매·용매 1

HCID 702Ethanol용매2회

반응 조건

온도
5 °C

실험 절차

The compound N-(4-benzyloxy-2,2-difluorobutyl)-phthalimide (8.97 g, 26 mM) and a 1M solution of hydrazine hydrate in ethanol (26 mL) are stirred under reflux. After a few minutes, a heavy precipitate is observed. Stirring and heating (bath temperature: 90°-100° C.) are continued overnight. Ethanol (220 mL) and concentrated HCl (18 mL) are added, and the mixture is refluxed for an additional 11/2 hour. After cooling (ice) the phthaloyl hydrazide is filtered, and the filtrate is evaporated. The residue is dissolved in water, filtered, and the solution is again evaporated. Residual water is removed by stripping with ethanol (twice) and CCl4 (twice). The residue is dissolved in a minimum amount of ethanol. Crystallization occurs upon the addition of water, which after chilling to 5° C. yields white crystals of 4-benzyloxy-2,2-difluorobutylamine as the hydrochloride salt: 5.16 g (79%).

후처리

  1. temperatureunder reflux
  2. waitAfter a few minutes
  3. temperatureheating (bath temperature: 90°-100° C.)
  4. temperaturethe mixture is refluxed for an additional 11/2 hour
  5. filtrationis filtered
  6. customthe filtrate is evaporated
  7. dissolutionThe residue is dissolved in water
  8. filtrationfiltered
  9. customthe solution is again evaporated
  10. customResidual water is removed
  11. dissolutionThe residue is dissolved in a minimum amount of ethanol
  12. customCrystallization
  13. additionoccurs upon the addition of water, which

출처 및 근거

ORD 기록
ord-afa971cace2d4eceab954f1480ae5468
출처 데이터셋
uspto-grants-1989_07
특허 번호
US04851448

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