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

HRID 1253089ノート

反応式

HRID 1253089 の反応式
[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]

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 82844Platinum oxide (PtO)触媒HCID 702Ethanol溶媒2 回

反応条件

温度
60 °C

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-dd9e5bb03e244fa2abf1ea6ce52c4225
出典データセット
uspto-grants-1988_05
特許番号
US04746680

反応ノート

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