Ethanol → 4-Ethoxycarbonylphenylboronic acid

Reaction equation

[C:1]([C:4]1[CH:9]=[CH:8][C:7]([B:10]([OH:12])[OH:11])=[CH:6][CH:5]=1)([OH:3])=[O:2].S(=O)(=O)(O)O.[CH2:18](O)[CH3:19]>>[CH2:18]([O:2][C:1]([C:4]1[CH:5]=[CH:6][C:7]([B:10]([OH:12])[OH:11])=[CH:8][CH:9]=1)=[O:3])[CH3:19]

Participants

Reactant 3

HCID 702Ethanol

HCID 1118Sulfuric Acid

HCID 3121834-Carboxyphenylboronic Acid

Product 1

HCID 27343504-Ethoxycarbonylphenylboronic acid

Procedure

A solution of 4-carboxyphenylboronic acid (15 g, 0.09 mol), 99% ethanol (150 mL) and concentrated sulphuric acid (0.5 mL) was heated to reflux for two days. The volume was reduced to approximately 20 mL. The residue was triturated with petroleum ether to give 13.4 g of the desired material.