2-Iodophenol → 4-(2-Iodophenoxy)butyric acid ethyl ester

HRID 2081310Notes

Reaction equation

HRID 2081310 reaction equation
[I:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[OH:8].[CH2:9]([O:11][C:12](=[O:17])[CH2:13][CH2:14][CH2:15]Br)[CH3:10].C(=O)([O-])[O-].[Cs+].[Cs+]>CN(C)C=O>[CH2:9]([O:11][C:12](=[O:17])[CH2:13][CH2:14][CH2:15][O:8][C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[I:1])[CH3:10]

Participants

5

Reactant 3

HCID 107842-IodophenolHCID 10796Cesium carbonateHCID 76300Ethyl 4-bromobutyrate

Product 1

HCID 150701154-(2-Iodophenoxy)butyric acid ethyl esterYield 63.7%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Under the conditions of example 2A, 25 g of 2-iodophenol and 22.16 g of 4-bromobutyric acid ethyl ester are reacted in 100 ml of dimethylformamide in the presence of 74 g of cesium carbonate, worked up, and 24.2 g of 4-(2-iodophenoxy)butyric acid ethyl ester with a boiling point of 200° C./0.02 mbar is obtained as a colorless oil.

Sources & evidence

ORD record
ord-c8691b83b9064d6da9d899fd6d95732d
Source dataset
uspto-grants-1993_02
Patent number
US05183925

Reaction notes

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