Acetyl chloride → 1-(2-(1,2,3,4-Tetrahydro-1-acetylquinolin-4-yl)ethyl)-4-(3,4-dimethoxyphenyl)piperidine

HRID 2396879Notes

Reaction equation

HRID 2396879 reaction equation
[NH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]([CH2:11][CH2:12][N:13]2[CH2:18][CH2:17][CH:16]([C:19]3[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[C:21]([O:27][CH3:28])[CH:20]=3)[CH2:15][CH2:14]2)[CH2:3][CH2:2]1.[C:29](Cl)(=[O:31])[CH3:30]>C1COCC1>[C:29]([N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]([CH2:11][CH2:12][N:13]2[CH2:18][CH2:17][CH:16]([C:19]3[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[C:21]([O:27][CH3:28])[CH:20]=3)[CH2:15][CH2:14]2)[CH2:3][CH2:2]1)(=[O:31])[CH3:30]

Participants

4

Reactant 2

HCID 6367Acetyl chlorideHCID 98428631-(2-(1,2,3,4-Tetrahydroquinolin-4-yl)ethyl)-4-(3,4-dimethoxyphenyl)piperidine

Product 1

HCID 189865721-(2-(1,2,3,4-Tetrahydro-1-acetylquinolin-4-yl)ethyl)-4-(3,4-dimethoxyphenyl)piperidine

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A solution of 2.5 g of 1-(2-(1,2,3,4-tetrahydroquinolin-4-yl)ethyl)-4-(3,4-dimethoxyphenyl)piperidine (dihydrochloride, m.p 235°-236°) in 35 ml of THF is treated with a solution of 0.9 g of a acetyl chloride in ml of THF, stirred for 2 hours at-50°, evaporated and worked up in the customary manner. 1-(2-(1,2,3,4-Tetrahydro-1-acetylquinolin-4-yl)ethyl)-4-(3,4-dimethoxyphenyl)piperidine is obtained.

Workup

  1. customevaporated

Sources & evidence

ORD record
ord-9641ef6f480e4efb96b5b74a51128504
Source dataset
uspto-grants-1996_02
Patent number
US05495022

Reaction notes

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