Sodium Bicarbonate → 2-(4-Iodo-phenoxy)-ethylamine

HRID 2220391Notes

Reaction equation

HRID 2220391 reaction equation
Cl.[I:2][C:3]1[CH:12]=[CH:11][C:6]([O:7][CH2:8][CH2:9][NH2:10])=[CH:5][CH:4]=1.C(=O)(O)[O-].[Na+]>C(Cl)(Cl)Cl>[I:2][C:3]1[CH:12]=[CH:11][C:6]([O:7][CH2:8][CH2:9][NH2:10])=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 516892Sodium BicarbonateHCID 69102776[2-(4-Iodophenoxy)ethyl]amine hydrochloride

Product 1

HCID 185433782-(4-Iodo-phenoxy)-ethylamineYield 99.7%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Conditions

Temperature
50 °C

Procedure

To a suspension of [2-(4-iodophenoxy)ethyl]amine hydrochloride (7.0 g) in chloroform (70 ml) was added saturated sodium bicarbonate solution (70 ml) and the mixture was warmed to 50° C. and stirred for 15 minutes. The organic layer was separated and dried over magnesium sulfate. Filtration followed by evaporation gave [2-(4-iodophenoxy)ethyl]amine (6.13 g) as a white solid. The compound was used in the next step without further purification.

Workup

  1. customThe organic layer was separated
  2. dry with materialdried over magnesium sulfate
  3. filtrationFiltration
  4. customfollowed by evaporation

Sources & evidence

ORD record
ord-d908407e6f454e0e877d5a5594e7954e
Source dataset
uspto-grants-2008_08
Patent number
US07417060B2

Reaction notes

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