Hydrochloric Acid → 5,6,7,8-Tetrahydro-4-methyl-7-(1-propylamino)quinoline

HRID 1613584Notes

Reaction equation

HRID 1613584 reaction equation
O[N:2]([CH2:14][CH2:15][CH3:16])[CH:3]1[CH2:12][C:11]2[N:10]=[CH:9][CH:8]=[C:7]([CH3:13])[C:6]=2[CH2:5][CH2:4]1.Cl>[Cl-].[Cl-].[Cl-].[Ti+3].CO>[CH3:13][C:7]1[C:6]2[CH2:5][CH2:4][CH:3]([NH:2][CH2:14][CH2:15][CH3:16])[CH2:12][C:11]=2[N:10]=[CH:9][CH:8]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 148359505,6,7,8-tetrahydro-7-(N-hydroxy-1-propylamino)-4-methylquinoline

Product 1

HCID 148359515,6,7,8-Tetrahydro-4-methyl-7-(1-propylamino)quinoline

Reagents, catalysts & solvents 2

HCID 10313229titanium(III) trichlorideCatalystHCID 887MethanolSolvent

Procedure

This compound was prepared from the product of Step 7 (4.4 g, 20 mmol), titanium trichoride, 20 wt. % solution in 20-30 wt. % hydrochloric acid (23 ml, 30 mmol), and methanol (50 ml) using the procedure described in Example 11. The crude product (4.2 g, 81%) was converted into the product of Step 9 without purification.

Workup

  1. customThe crude product (4.2 g, 81%) was converted into the product of Step 9 without purification

Sources & evidence

ORD record
ord-302e44be96d742b5954eb4d389f20f32
Source dataset
uspto-grants-1993_03
Patent number
US05194439

Reaction notes

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