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

HRID 1461284Notes

Reaction equation

HRID 1461284 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-12d23821971b471a86277c7366c7d985
Source dataset
uspto-grants-1991_12
Patent number
US05075303

Reaction notes

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