4-Methyl-5,6-dihydroquinoline → 5,6,7,8-tetrahydro-7-(N-hydroxy-1-propylamino)-4-methylquinoline

HRID 1613583Notes

Reaction equation

HRID 1613583 reaction equation
[CH3:1][C:2]1[C:11]2[CH2:10][CH2:9][CH:8]=[CH:7][C:6]=2[N:5]=[CH:4][CH:3]=1.Cl.[CH2:13]([NH:16][OH:17])[CH2:14][CH3:15]>CO>[OH:17][N:16]([CH2:13][CH2:14][CH3:15])[CH:8]1[CH2:7][C:6]2[N:5]=[CH:4][CH:3]=[C:2]([CH3:1])[C:11]=2[CH2:10][CH2:9]1

Participants

4

Reactant 2

HCID 121336204-Methyl-5,6-dihydroquinolineHCID 12355438N-propylhydroxylamine hydrochloride

Product 1

HCID 148359505,6,7,8-tetrahydro-7-(N-hydroxy-1-propylamino)-4-methylquinolineYield 73.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

This compound was prepared from the product of Step 6 (4.5 g, 30 mmol), 1-propylhydroxylamine hydrochloride (6 g, 55 mmol), and methanol (20 ml) by the method outlined in Example 10. The crude material was recrystallised from cyclohexane to give the product (4.85 g).

Workup

  1. customThe crude material was recrystallised from cyclohexane

Sources & evidence

ORD record
ord-e083ec29763c4624be6072bb433d1a81
Source dataset
uspto-grants-1993_03
Patent number
US05194439

Reaction notes

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