Ethyl iodoacetate → HCID 67099069, compound

HRID 2100542Notes

Reaction equation

HRID 2100542 reaction equation
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH2:11][CH2:12][OH:13].I[CH2:15][C:16]([O:18][CH2:19][CH3:20])=[O:17].C(C1C=CC=C(C(C)(C)C)N=1)(C)(C)C>FC(F)(F)S([O-])(=O)=O.[Ag+]>[CH2:19]([O:18][C:16](=[O:17])[CH2:15][O:13][CH2:12][CH2:11][C:2]1[CH:3]=[CH:4][C:5]2[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=2)[CH:1]=1)[CH3:20]

Participants

5

Reactant 3

HCID 12183Ethyl iodoacetateHCID 685102,6-Di-tert-butylpyridineHCID 738772-Naphthaleneethanol

Product 1

HCID 67099069HCID 67099069, compound

Reagents, catalysts & solvents 1

HCID 76223Silver(I) trifluoromethanesulfonateCatalyst

Procedure

In analogy to the procedure described in example 78.1, 2-naphthalen-2-yl-ethanol was reacted with ethyl iodoacetate in the presence of silver trifluoromethanesulfonate and 2,6-di-tert-butylpyridin to give (2-naphthalen-2-yl-ethoxy)-acetic acid ethyl ester as colorless oil. MS: m/e=259.3 [M+H+].

Sources & evidence

ORD record
ord-c15ab5a9ccec438bba076d599c309302
Source dataset
uspto-grants-2009_08
Patent number
US07572801B2

Reaction notes

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