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

HRID 274800

反応式

HRID 274800 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

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.).

後処理

  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%)

出典と根拠

ORDレコード
ord-9d681bdd390848d68b15aa5fbf35ee22
出典データセット
uspto-grants-1995_02
特許番号
US05389687

関連ノート

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