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

HRID 35706노트

반응식

HRID 35706 반응식
[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]

참가 물질

6

반응물 4

HCID 14798Sodium Hydroxide2회HCID 4311764Sodium borohydrideHCID 130831401-[1-(3,4-Dichlorophenyl)cyclobutyl]ethylamineHCID 130831411-[1-(3,4-Dichlorophenyl)cyclobutyl]ethylamine hydrochloride

생성물 1

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

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

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 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.)

후처리

  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

출처 및 근거

ORD 기록
ord-93b74cb59271422dad99094ef446872e
출처 데이터셋
uspto-grants-1988_08
특허 번호
US04767790

반응 노트

불러오는 중…