Hydrochloric Acid → Ethanamine, 2-(4-iodophenoxy)-N,N-dimethyl-

HRID 459846Notes

Reaction equation

[I:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][CH:3]=1.Cl.[C:10](=O)([O-])[O-].[K+].[K+].[CH3:16][N:17]([CH:19]=O)[CH3:18]>>[I:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH2:10][CH2:19][N:17]([CH3:18])[CH3:16])=[CH:4][CH:3]=1

Participants

Reactant 4

HCID 313Hydrochloric Acid

HCID 6228Dimethylformamide

HCID 108944-Iodophenol

HCID 11430Potassium Carbonate

Product 1

HCID 887465Ethanamine, 2-(4-iodophenoxy)-N,N-dimethyl-

Procedure

4-Iodophenol was reacted with 2-chlorodimethylamioethane hydrochloride in DMF under heating in the presence of potassium carbonate to obtain [2-(4-iodophenoxy)ethyl]dimethylamine. The obtained compound was reacted in toluene under heating in the presence of t-butyl piperazine-1-carboxylate, sodium t-butoxide, tri(2-methylphenyl)phosphine and a catalytic amount of tris(dibenzylideneacetone)dipalladium(0) to obtain an objective compound.

Sources & evidence

ORD record: ord-36a9c035af704ab289404b4aaa6d15a8
Source dataset: uspto-grants-2007_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07196080B2

Reaction notes

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