Piperidine → 1-[3-(4-Iodophenoxy)propyl]piperidine

HRID 657644Notes

Reaction equation

HRID 657644 reaction equation
Cl[CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([I:12])=[CH:8][CH:7]=1.C(=O)([O-])[O-].[K+].[K+].[NH:19]1[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]1>CN(C)C=O>[I:12][C:9]1[CH:10]=[CH:11][C:6]([O:5][CH2:4][CH2:3][CH2:2][N:19]2[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]2)=[CH:7][CH:8]=1

Participants

5

Reactant 3

HCID 8082PiperidineHCID 11430Potassium CarbonateHCID 158955201-(3-Chloropropoxy)-4-iodobenzene

Product 1

HCID 23047731-[3-(4-Iodophenoxy)propyl]piperidineYield 99.9%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Following the procedure described in example 1§E, but starting from 1-(3-chloropropoxy)-4-iodobenzene (3 g), potassium carbonate (4.15 g) and piperidine (1.7 g) in N,N-dimethylformamide (30 mL) affords 3.49 g of 1-[3-(4-iodophenoxy)propyl]piperidine used without further purification.

Sources & evidence

ORD record
ord-41d383dbdb9440319f43c1491c845a91
Source dataset
uspto-grants-2011_12
Patent number
US08076329B2

Reaction notes

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