Methylamine → N-methyl-1-[1-(4-chlorophenyl)cyclobutyl]ethylamine

HRID 1248138노트

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HRID 1248138 반응식
[C:1]([C:4]1([C:8]2[CH:13]=[CH:12][C:11]([Cl:14])=[CH:10][CH:9]=2)[CH2:7][CH2:6][CH2:5]1)(=O)[CH3:2].C(C1(C2C=CC(Cl)=C(Cl)C=2)CCC1)(=O)C.[CH3:30][NH2:31].[H][H]>C(O)C.[Pt]=O>[CH3:30][NH:31][CH:1]([C:4]1([C:8]2[CH:13]=[CH:12][C:11]([Cl:14])=[CH:10][CH:9]=2)[CH2:7][CH2:6][CH2:5]1)[CH3:2]

참가 물질

7

반응물 4

HCID 6329MethylamineHCID 130831391-Acetyl-1-(3,4-dichlorophenyl)cyclobutaneHCID 212584081-[1-(4-Chlorophenyl)cyclobutyl]ethanoneHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 13083158N-methyl-1-[1-(4-chlorophenyl)cyclobutyl]ethylamine

시약·촉매·용매 2

HCID 82844Platinum oxide (PtO)촉매HCID 702Ethanol용매2회

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온도
60 °C

실험 절차

1-Acetyl-1-(4-chlorophenyl)cyclobutane (61 g prepared in a similar manner to that described in Example 1 for 1-acetyl-1-(3,4-dichlorophenyl)cyclobutane, platinum oxide (0.75 g), 33% solution of methylamine in ethanol (60 g) and ethanol (30 ml) were charged into an autoclave. The autoclave was filled with hydrogen and maintained at about 60° C. and 20 bar pressure for ten hours. The reaction mixture was filtered through charcoal and the solids washed with absolute alcohol. The solvents were removed by evaporation and a sample of the residue (10 g) was shaken with 2M hydrochloric acid (50 ml) and ether (50 ml). The aqueous layer was basified and extracted with ether. The ether extract yielded a liquid on evaporation which was distilled (109° C./0.3 mm Hg) to give N-methyl-1-[1-(4-chlorophenyl)cyclobutyl]ethylamine (Formula I R1 =Me; R2 =H; R3 =Me; R4 =H; R5 =4-Cl and R6 =H).

후처리

  1. additionwere charged into an autoclave
  2. wait20 bar pressure for ten hours
  3. filtrationThe reaction mixture was filtered through charcoal
  4. washthe solids washed with absolute alcohol
  5. customThe solvents were removed by evaporation
  6. extractionextracted with ether
  7. extractionThe ether extract
  8. customyielded a liquid
  9. customon evaporation which
  10. distillationwas distilled (109° C./0.3 mm Hg)

출처 및 근거

ORD 기록
ord-026e63ffd46f42b58e324a17823b13e7
출처 데이터셋
uspto-grants-1985_06
특허 번호
US04522828

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