1,4-Dioxane hydrochloride → HCID 69209753, compound

HRID 901952Notes

Reaction equation

HRID 901952 reaction equation
[CH3:1][N:2]([CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([C:17]([N:19]2[C:28]3[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=3)[CH2:22][CH2:21][CH2:20]2)=[O:18])[CH:12]=1)C(=O)OC(C)(C)C.[ClH:29].O1CCOCC1>>[ClH:29].[CH3:1][NH:2][CH2:10][C:11]1[CH:12]=[C:13]([CH:14]=[CH:15][CH:16]=1)[C:17]([N:19]1[C:28]2[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=2)[CH2:22][CH2:21][CH2:20]1)=[O:18]

Participants

3

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 69205970HCID 69205970, compound

Product 1

HCID 69209753HCID 69209753, compoundYield 99%

Procedure

A solution of tert-butyl N-methyl-N-(3-(1,2,3,4-tetrahydroquinoline-1-carbonyl)benzyl)-carbamate (7.7 g, 20 mmol) in 4N hydrogen chloride/dioxan solution (20 ml) was stirred for 30 min. The mixture was reduced and azeotroped with toluene and dichloromethane to yield 1-(3-methylaminomethylbenzoyl)-1,2,3,4-tetrahydroquinoline hydrochloride as a glass (6.3 g, 99%).

Workup

  1. customazeotroped with toluene and dichloromethane

Sources & evidence

ORD record
ord-e2d41afc8ead4b5991550bd6eeaec330
Source dataset
uspto-grants-2008_04
Patent number
US07365065B2

Reaction notes

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