Ethyl iodoacetate → HCID 68568042, compound

HRID 2100493Notes

Reaction equation

HRID 2100493 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][OH:10])=[CH:4][CH:3]=1.I[CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14].C(C1C=CC=C(C(C)(C)C)N=1)(C)(C)C>FC(F)(F)S([O-])(=O)=O.[Ag+]>[CH2:16]([O:15][C:13](=[O:14])[CH2:12][O:10][CH2:9][CH2:8][C:5]1[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=1)[CH3:17]

Participants

5

Reactant 3

HCID 12183Ethyl iodoacetateHCID 685102,6-Di-tert-butylpyridineHCID 74647p-Chlorophenethylic alcohol

Product 1

HCID 68568042HCID 68568042, compound

Reagents, catalysts & solvents 1

HCID 76223Silver(I) trifluoromethanesulfonateCatalyst

Procedure

In analogy to the procedure described in example 78.1, 2-(4-chloro-phenyl)-ethanol was reacted with ethyl iodoacetate in the presence of silver trifluoromethanesulfonate and 2,6-di-tert-butylpyridin to give [2-(4-chloro-phenyl)-ethoxy]-acetic acid ethyl ester as colorless liquid. MS: m/e=243.2 [M+H+].

Sources & evidence

ORD record
ord-2f2e1a21818748adaa079735f2d56234
Source dataset
uspto-grants-2009_08
Patent number
US07572801B2

Reaction notes

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