Chloroform → HCID 3062239, compound

HRID 1995756Notes

Reaction equation

HRID 1995756 reaction equation
[CH3:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:10]=1[NH:9][CH:8]=[C:7]2[CH2:11][CH:12]1[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]1.[OH-].[Na+].[CH:20](Cl)(Cl)[Cl:21]>[Cl-].C([N+](CC)(CC)CC1C=CC=CC=1)C.O>[Cl:21][C:20]1[CH:8]=[N:9][C:10]2[C:6]([C:7]=1[CH2:11][CH:12]1[CH2:13][CH2:14][NH:15][CH2:16][CH2:17]1)=[CH:5][CH:4]=[CH:3][C:2]=2[CH3:1]

Participants

6

Reactant 3

HCID 6212ChloroformHCID 14798Sodium HydroxideHCID 20431849HCID 20431849, compound

Product 1

HCID 3062239HCID 3062239, compound

Reagents, catalysts & solvents 2

HCID 66133Benzyl triethylammonium chlorideCatalystHCID 962WaterSolvent

Procedure

The operation is as in Example 1, but starting from 9.5 g of 4-[(7-methyl-3-indolyl)-methyl]-piperidine and 0.21 g of triethylbenzylammonium chloride in 100 ml of chloroform, and 12.5 g of sodium hydroxide in solution in 25 ml of water. 5.1 g of 3-chloro-8-methyl-4-[(4-piperidyl)-methyl]-quinoline are finally obtained, the monohydrochloride of which melts at 252° C.

Sources & evidence

ORD record
ord-0bc893339eb348cb8feafc703e9c5beb
Source dataset
uspto-grants-1983_09
Patent number
US04405789

Reaction notes

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