Sodium Hydroxide → N-ethyl-1-[1-(3,4-dichlorophenyl)cyclobutyl]ethylamine hydrochloride

HRID 1253090ノート

反応式

HRID 1253090 の反応式
[BH4-].[Na+].[Cl:3][C:4]1C=C(C2(C(N)C)CCC2)C=C[C:9]=1Cl.Cl.[Cl:19][C:20]1[CH:21]=[C:22]([C:27]2([CH:31]([NH2:33])[CH3:32])[CH2:30][CH2:29][CH2:28]2)[CH:23]=[CH:24][C:25]=1[Cl:26].[OH-].[Na+]>C(O)(=O)C>[ClH:3].[CH2:4]([NH:33][CH:31]([C:27]1([C:22]2[CH:23]=[CH:24][C:25]([Cl:26])=[C:20]([Cl:19])[CH:21]=2)[CH2:30][CH2:29][CH2:28]1)[CH3:32])[CH3:9]

参加物

6

反応物 4

HCID 14798Sodium Hydroxide2 回HCID 4311764Sodium borohydrideHCID 130831401-[1-(3,4-Dichlorophenyl)cyclobutyl]ethylamineHCID 130831411-[1-(3,4-Dichlorophenyl)cyclobutyl]ethylamine hydrochloride

生成物 1

HCID 13083301N-ethyl-1-[1-(3,4-dichlorophenyl)cyclobutyl]ethylamine hydrochloride

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

Sodium borohydride (2.0 g) was added to solution of 1-[1-(3,4-dichlorophenyl)cyclobutyl]ethylamine (1.5 g prepared by treating the product of Example 1 with aqueous sodium hydroxide) in glacial acetic acid (30 ml). The mixture was heated at 95°-100° C. for sixteen hours and then cooled. Aqueous sodium hydroxide solution was added and the reaction mixture extracted with ether. The ether extract was shaken with 5N hydrochloric acid and the aqueous layer was washed with ether, basified and extracted with ether. Hydrogen chloride gas was passed into the ether extract which was evaporated to dryness. Trituration with the acetone gave N-ethyl-1-[1-(3,4-dichlorophenyl)cyclobutyl]ethylamine hydrochloride (m.p. 211°-212° C.). (Formula I R1 =Me; R2 =H; R3 =Et; R4 =H; R5 =4-Cl and R6 =3-Cl.)

後処理

  1. customprepared
  2. temperatureThe mixture was heated at 95°-100° C. for sixteen hours
  3. temperaturecooled
  4. extractionthe reaction mixture extracted with ether
  5. extractionThe ether extract
  6. washthe aqueous layer was washed with ether
  7. extractionextracted with ether
  8. extractionextract which
  9. customwas evaporated to dryness

出典と根拠

ORDレコード
ord-961c24f7339e42659ae0d272eaef13c0
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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