Potassium Carbonate → Benzene, ((5-bromopentyl)oxy)-

HRID 1861748Notes

Reaction equation

HRID 1861748 reaction equation
[BrH:1].C(C1CCCCN1[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][O:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)C1C=CC=CC=1.Cl.C(C1CCCCN1)C1C=CC=CC=1.C([O-])([O-])=O.[K+].[K+]>CC#N>[Br:1][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][O:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 173898172-Benzylpiperidine hydrochlorideHCID 186215682-Benzyl-1-(5-phenoxypentyl)piperidine hydrobromide

Product 1

HCID 140973Benzene, ((5-bromopentyl)oxy)-

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

2-Benzyl-1-(5-phenoxypentyl)piperidine hydrobromide. From a mixture of 2-benzylpiperidine hydrochloride (500 mg, 2.36 mmol), K2CO3 (652 mg, 4.72 mmol, ) and 1-bromo-5-phenoxypentane (860 mg, 3.54 mmol) in CH3CN (25 mL) there was obtained the free amine as a clear amber oil; (568 mg, 71%); 1H NMR (CDCl3), 1.15-1.90 (m, 12H), 2.29-2.89 (m, 6H), 3.08 (dd, J1=12.6 Hz, J2=3.3 Hz, 1H), 3.97 (t, J=6.3 Hz, 2H), 6.85-7.33 (m, 10H).

Sources & evidence

ORD record
ord-6cd85adbfd74477dbcfa5e1fc0680b21
Source dataset
uspto-grants-2003_03
Patent number
US06534525B1

Reaction notes

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