Succinyl chloride → Phenylboronic Acid

HRID 54628

Reaction equation

HRID 54628 reaction equation
N[C:2]1[CH:3]=[C:4]([B:8]([OH:10])[OH:9])[CH:5]=[CH:6][CH:7]=1.C(Cl)(=O)CCC(Cl)=O.C(Cl)(=O)CCCCC(Cl)=O.C(OC(=O)OCC(C)C)C(C)C.C(Cl)(=O)COCCOCCOCC(Cl)=O.C(OC(=O)OCC(C)C)C(C)C.C(O)(=O)COCCOCCOCC(O)=O>>[C:4]1([B:8]([OH:10])[OH:9])[CH:5]=[CH:6][CH:7]=[CH:2][CH:3]=1

Participants

7

Reactant 6

HCID 10970Succinyl chlorideHCID 61034Adipoyl chlorideHCID 68321Carbonic acid, bis(2-methylpropyl) esterHCID 922693-Aminophenylboronic acidHCID 112769402,2'-[Oxybis(ethyleneoxy)]bisacetyl dichlorideHCID 867507313,6,9-Trioxaundecanedioic acid diisobutylcarbonate

Product 1

HCID 66827Phenylboronic Acid

Procedure

Phenylboronic acid reagents of General Formula IX are prepared by condensation of (3-aminophenyl)boronic acid with an activated dicarboxylic acid preferably selected from, but not limited to, either succinyl chloride, adipoyl chloride, adiptic acid diisobutylcarbonate, suberoyl chloride,3,3'-dithiopropionyl chloride and 3,6,9-trioxaundecanedioyl chloride and 3,6,9-trioxaundecanedioic acid diisobutylcarbonate. The preparation of a single reagent of General Formula IX has been previously reported (Burnett, T. J., Peebles, H. C. and Hageman, J. H. (1980) Biochem. Biophys. Research Commun., 96, 157-162). ##STR11##

Sources & evidence

ORD record
ord-01a857b0647247a5ae68bd41c6dace10
Source dataset
uspto-grants-1997_04
Patent number
US05623055

Linked notes

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