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Formaldehyde → 3-Methyl-1-(4-methylphenyl)-3-azabicyclo[3.1.0]hexane--hydrogen chloride (1/1)

HRID 1903267
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HRID 1903267 반응식
[ClH:1].[C:2]1([CH3:14])[CH:7]=[CH:6][C:5]([C:8]23[CH2:13][CH:12]2[CH2:11][NH:10][CH2:9]3)=[CH:4][CH:3]=1.O.[OH-].[Na+].[CH2:18]=O>C(O)=O>[ClH:1].[CH3:18][N:10]1[CH2:11][CH:12]2[C:8]([C:5]3[CH:4]=[CH:3][C:2]([CH3:14])=[CH:7][CH:6]=3)([CH2:13]2)[CH2:9]1
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HCID 712FormaldehydeHCID 962WaterHCID 14798Sodium Hydroxide2회HCID 479521-(4-Methylphenyl)-3-azabicyclo[3.1.0]hexane hydrochloride

생성물 1

HCID 127198923-Methyl-1-(4-methylphenyl)-3-azabicyclo[3.1.0]hexane--hydrogen chloride (1/1)

시약·촉매·용매 1

HCID 284Formic Acid
용매

실험 절차

A mixture of 4.19 g. of 1-(p-tolyl)-3-azabicyclo[3.1.0]hexane hydrochloride and 20 ml. of water is made basic with sodium hydroxide. This mixture is extracted with ether and the ether is evaporated to give an oil. This oil is combined with 40 ml. of 97% formic acid and 35 ml. of 37% formaldehyde and the solution is heated on a steam bath for 2 hours. The solution is cooled, made basic with sodium hydroxide and extracted with ether. The extract is dried over magnesium sulfate, filtered, and the filtrate is saturated with hydrogen chloride. The precipitated crystals are collected and recrystallized from isopropyl alcohol to give 3-methyl-1-(p-tolyl)-3-azabicyclo[3.1.0]hexane hydrochloride as colorless crystals, m.p. 197°-198° C.

후처리

  1. additionA mixture of 4.19 g
  2. extractionThis mixture is extracted with ether
  3. customthe ether is evaporated
  4. customto give an oil
  5. temperatureThe solution is cooled
  6. extractionextracted with ether
  7. dry with materialThe extract is dried over magnesium sulfate
  8. filtrationfiltered
  9. customThe precipitated crystals are collected
  10. customrecrystallized from isopropyl alcohol

출처 및 근거

ORD 기록
ord-7dcc74d5d3a141cdb5d1ac445e0084b8
출처 데이터셋
uspto-grants-1984_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04435419

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