Iodoethane → ethyl 5-ethoxy-2-hydroxybenzoate

HRID 1709994Notes

Reaction equation

[CH2:1](I)[CH3:2].[OH:4][C:5]1[CH:15]=[CH:14][C:13]([OH:16])=[CH:12][C:6]=1[C:7]([O:9][CH2:10][CH3:11])=[O:8]>>[CH2:1]([O:16][C:13]1[CH:14]=[CH:15][C:5]([OH:4])=[C:6]([CH:12]=1)[C:7]([O:9][CH2:10][CH3:11])=[O:8])[CH3:2]

Participants

Reactant 2

HCID 6340Iodoethane

HCID 77548Ethyl 2,5-dihydroxybenzoate

Product 1

HCID 4419976ethyl 5-ethoxy-2-hydroxybenzoateYield 69.8%

Procedure

Using the general method of Example XXIII Part A, 31.2 g (0.20 mole) of ethyl iodide was reacted with 27.3 g (0.15 mole) of ethyl 2,5-dihydroxybenzoate to provide 22 g of white crystalline ethyl 5-ethoxy-2-hydroxybenzoate, m.p. 64°-66° C.

Sources & evidence

ORD record: ord-f273db21349e4f038a6a1812f2c00c42
Source dataset: uspto-grants-1990_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04952574

Reaction notes

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