Potassium Sodium Tartrate → 1-[1-(3,4-Dichlorophenyl)cyclobutyl]ethylamine

HRID 35710

反応式

HRID 35710 の反応式
[C:1](=[N:15]O)([C:3]1([C:7]2[CH:12]=[CH:11][C:10]([Cl:13])=[C:9]([Cl:14])[CH:8]=2)[CH2:6][CH2:5][CH2:4]1)[CH3:2].[H-].[Al+3].[Li+].[H-].[H-].[H-].[C@H](O)(C([O-])=O)[C@@H](O)C([O-])=O.[Na+].[K+].[OH-].[Na+]>CCOCC.O>[Cl:14][C:9]1[CH:8]=[C:7]([C:3]2([CH:1]([NH2:15])[CH3:2])[CH2:6][CH2:5][CH2:4]2)[CH:12]=[CH:11][C:10]=1[Cl:13]

参加物

7

反応物 4

HCID 9357Potassium Sodium TartrateHCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 860311131-Acetyl-1-(3,4-dichlorophenyl)cyclobutane oxime

生成物 1

HCID 130831401-[1-(3,4-Dichlorophenyl)cyclobutyl]ethylamine

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 3283Diethyl Ether溶媒2 回

実験手順

A solution of the oxime prepared above (4.0 g) in ether (50 ml) was added slowly to a stirred suspension of lithium aluminium hydride (0.9 g) in ether (50 ml) under nitrogen. The mixture was heated under reflux for one hour and, after cooling, water and then a 20% aqueous solution of Rochelle's salt (potassium sodium tartrate tetrahydrate) (27 ml) and a 10% aqueous solution of sodium hydroxide (6 ml) added. The reaction mixture was stirred for one hour and then continuously extracted with ether during eighteen hours. The ether extract was dried and the ether removed to leave a solid from which 1-[1-(3,4-dichlorophenyl)cyclobutyl]ethylamine was separated by high pressure liquid chromatography. The product was identified by standard analytical techniques as the compound of Example 1 in the form of its free base.

後処理

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for one hour
  3. temperatureafter cooling
  4. extractioncontinuously extracted with ether during eighteen hours
  5. extractionThe ether extract
  6. customwas dried
  7. customthe ether removed

出典と根拠

ORDレコード
ord-f58e48150f6d4f5bacb8a34d603b8129
出典データセット
uspto-grants-1988_08
特許番号
US04767790

関連ノート

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