Propylamine → 8-chloro-2-(N-n-propylamino)tetralin

HRID 274800

반응식

HRID 274800 반응식
[Cl:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[CH2:10][C:9](=O)[CH2:8][CH2:7]2.[CH2:13]([NH2:16])[CH2:14][CH3:15].[BH4-].[Na+]>C1(C)C=CC=CC=1>[CH2:13]([NH:16][CH:9]1[CH2:8][CH2:7][C:6]2[C:11](=[C:2]([Cl:1])[CH:3]=[CH:4][CH:5]=2)[CH2:10]1)[CH2:14][CH3:15]

참가 물질

5

반응물 3

HCID 7852PropylamineHCID 4311764Sodium borohydrideHCID 46232698-Chloro-1,2,3,4-tetrahydronaphthalen-2-one

생성물 1

HCID 149692298-chloro-2-(N-n-propylamino)tetralin

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

8-Chloro-2-tetralone (500 mg, 2.78 mMol) in toluene (25 mL) was reacted with propylamine (1.14 mL, 13.9 mMol) and sodium borohydride (500 rag) as described in Example2 to give after purification by flash chromatography (5% methanol in dichloromethane+tr. NH4OH) the title compound as a dark oil (340 mg, 55%). The hydrochloride was formed, and recrystallization (ethanol/diethyl ether) gave a colorless, crystalline solid (m.p.=213°-215° C.).

후처리

  1. customto give
  2. customafter purification by flash chromatography (5% methanol in dichloromethane+tr. NH4OH) the title compound as a dark oil (340 mg, 55%)

출처 및 근거

ORD 기록
ord-9d681bdd390848d68b15aa5fbf35ee22
출처 데이터셋
uspto-grants-1995_02
특허 번호
US05389687

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