Chloroform → HCID 3062248, compound

HRID 1995755Notes

Reaction equation

HRID 1995755 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[NH:8][CH:7]=[C:6]2[CH2:12][CH:13]1[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]1.[OH-].[Na+].[CH:21](Cl)(Cl)[Cl:22]>[Cl-].C([N+](CC)(CC)CC1C=CC=CC=1)C.O>[Cl:22][C:21]1[CH:7]=[N:8][C:9]2[C:5]([C:6]=1[CH2:12][CH:13]1[CH2:14][CH2:15][NH:16][CH2:17][CH2:18]1)=[CH:4][C:3]([O:2][CH3:1])=[CH:11][CH:10]=2

Participants

6

Reactant 3

HCID 6212ChloroformHCID 14798Sodium HydroxideHCID 19027Indole, 5-methoxy-3-(4-piperidylmethyl)-

Product 1

HCID 3062248HCID 3062248, compound

Reagents, catalysts & solvents 2

HCID 66133Benzyl triethylammonium chlorideCatalystHCID 962WaterSolvent

Procedure

The operation is as in Example 1, but starting from 10.2 g of 4-[(5-methoxy-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. 3.7 g of 3-chloro-6-methoxy-4-[(4-piperidyl)-methyl]-quinoline are finally obtained, the monohydrochloride of which melts above 260° C.

Sources & evidence

ORD record
ord-41786d18c3694d6dbb00f3bf8481cf4c
Source dataset
uspto-grants-1983_09
Patent number
US04405789

Reaction notes

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