Hydrochloric Acid → 4-Chloro-5,6,7,8-tetrahydro-7-(1-propylamino)quinoline

HRID 1461289Notes

Reaction equation

HRID 1461289 reaction equation
[Cl:1][C:2]1[C:11]2[CH2:10][CH2:9][CH:8]([N:12]([CH2:14][CH2:15][CH3:16])O)[CH2:7][C:6]=2[N:5]=[CH:4][CH:3]=1.Cl>[Cl-].[Cl-].[Cl-].[Ti+3].CO>[Cl:1][C:2]1[C:11]2[CH2:10][CH2:9][CH:8]([NH:12][CH2:14][CH2:15][CH3:16])[CH2:7][C:6]=2[N:5]=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 148359634-chloro-5,6,7,8-tetrahydro-7-(N-hydroxy-1-propylamino)quinoline

Product 1

HCID 148359644-Chloro-5,6,7,8-tetrahydro-7-(1-propylamino)quinoline

Reagents, catalysts & solvents 2

HCID 10313229titanium(III) trichlorideCatalystHCID 887MethanolSolvent

Procedure

This compound was prepared from the product of Step 5 (5.8 g, 24 mmol) titanium trichloride, 20 wt. % solution in 20 wt. % hydrochloric acid (28 ml, 36 mmol), and methanol (50 ml) using the procedure described in Example 11. The crude amine (5.4 g) was converted directly into the product of Step 7.

Sources & evidence

ORD record
ord-fad81e672b0e48eb8a316e3521d82cc9
Source dataset
uspto-grants-1991_12
Patent number
US05075303

Reaction notes

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