Triethylamine → 4-(2-Dimethylaminoethyl)-1-[2-(4-fluorophenoxy)ethyl]piperidine dihydrochloride

HRID 962443Notes

Reaction equation

HRID 962443 reaction equation
[ClH:1].Cl.[CH3:3][N:4]([CH3:13])[CH2:5][CH2:6][CH:7]1[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]1.[F:14][C:15]1[CH:20]=[CH:19][C:18]([O:21][CH2:22][CH2:23]Br)=[CH:17][CH:16]=1.C(N(CC)CC)C>CN(C=O)C>[ClH:1].[ClH:1].[CH3:13][N:4]([CH3:3])[CH2:5][CH2:6][CH:7]1[CH2:12][CH2:11][N:10]([CH2:23][CH2:22][O:21][C:18]2[CH:19]=[CH:20][C:15]([F:14])=[CH:16][CH:17]=2)[CH2:9][CH2:8]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 20641711-(2-Bromoethoxy)-4-fluorobenzeneHCID 19085438N,N-Dimethyl-2-(piperidin-4-yl)ethanamine dihydrochloride

Product 1

HCID 190854434-(2-Dimethylaminoethyl)-1-[2-(4-fluorophenoxy)ethyl]piperidine dihydrochloride

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In a similar manner to Example 16, a mixture of 4-(2-dimethylaminoethyl)piperidine dihydrochloride (5.5 g), 2-bromoethyl 4-fluorophenyl ether (5.26 g), triethylamine (13.4 ml) and DMF (50 ml) was heated on a steam bath for 16 hours to give 4-(2-dimethylaminoethyl)-1-[2-(4-fluorophenoxy)ethyl]piperidine dihydrochloride, m.p. 260°-262° C.

Workup

  1. temperaturewas heated on a steam bath for 16 hours

Sources & evidence

ORD record
ord-378951a05841445b86bbf833c2bc3f3d
Source dataset
uspto-grants-1998_06
Patent number
US05760035

Reaction notes

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