Water → Meptazinol

HRID 2049187노트

반응식

HRID 2049187 반응식
[CH2:1]([C:3]1([C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([OH:18])[CH:13]=2)[CH2:9][CH2:8][CH2:7][CH2:6][N:5]([CH3:10])[C:4]1=O)[CH3:2].[H-].[Li+].[Al+3].[H-].[H-].[H-].O>O1CCCC1>[CH2:1]([C:3]1([C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([OH:18])[CH:13]=2)[CH2:9][CH2:8][CH2:7][CH2:6][N:5]([CH3:10])[CH2:4]1)[CH3:2]

참가 물질

5

반응물 3

HCID 962WaterHCID 27945733-Ethylhexahydro-3-(3-hydroxyphenyl)-1-methyl-2H-azepin-2-oneHCID 21226445Aluminium lithium hydride

생성물 1

HCID 41049Meptazinol수율 64.3%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A solution of 3-ethylhexahydro-3-(3-hydroxyphenyl)-1-methyl-2H-azepin-2-one (1.5 g) in dry tetrahydrofuran was added to a stirred suspension of aluminium lithium hydride (0.48 g) and heated under reflux for 5 hours. The reaction mixture was cooled and decomposed by the addition of water and the precipitate filtered. The precipitate was washed with tetrahydrofuran and the combined filtrate and washings evaporated to a solid. The solid was dissolved in water and ammonium chloride added. The precipitated oil was extracted with dichloromethane, dried over anhydrous magnesium sulphate and evaporated to leave a solid which was recrystallised from acetonitrile to give 0.91 g of the title compound, m.p. 127.5°-133° C., identical with material prepared by an alternative route described in U.K. Pat. No. 1,285,025.

후처리

  1. temperatureheated
  2. temperatureunder reflux for 5 hours
  3. temperatureThe reaction mixture was cooled
  4. filtrationthe precipitate filtered
  5. washThe precipitate was washed with tetrahydrofuran
  6. customthe combined filtrate and washings evaporated to a solid
  7. dissolutionThe solid was dissolved in water
  8. additionammonium chloride added
  9. extractionThe precipitated oil was extracted with dichloromethane
  10. dry with materialdried over anhydrous magnesium sulphate
  11. customevaporated
  12. customto leave a solid which
  13. customwas recrystallised from acetonitrile

출처 및 근거

ORD 기록
ord-7adf9768a8c542908f8c7835231ed09e
출처 데이터셋
uspto-grants-1980_04
특허 번호
US04197239

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