Hydrochloric Acid → HCID 69208351, compound

HRID 901950Notes

Reaction equation

HRID 901950 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([CH:18]=[CH:19][CH:20]=1)[C:6]([N:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH2:11][CH2:10][CH2:9]1)=[O:7])#[N:2].[ClH:21]>CO.[Pd]>[ClH:21].[NH2:2][CH2:1][C:3]1[CH:4]=[C:5]([CH:18]=[CH:19][CH:20]=1)[C:6]([N:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH2:11][CH2:10][CH2:9]1)=[O:7]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 18076197HCID 18076197, compound

Product 1

HCID 69208351HCID 69208351, compoundYield 99%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 1-(3-cyanobenzoyl)-1,2,3,4-tetrahydroquinoline (7.1 g, 27 mmol) and hydrochloric acid (2.2 ml) in methanol (100 ml) was hydrogenated at atmospheric pressure for 8 h over a catalytic amount of 10% palladium on carbon. The mixture was filtered through Celite® and reduced to yield 1-(3-aminomethylbenzoyl)-1,2,3,4-tetrahydroquinoline hydrochloride (8.1 g, 99%) as a white solid.

Workup

  1. filtrationThe mixture was filtered through Celite®

Sources & evidence

ORD record
ord-02147892543a4bb3b57f00a09bbbf9fd
Source dataset
uspto-grants-2008_04
Patent number
US07365065B2

Reaction notes

Loading…