Dicyclohexylcarbodiimide → 7-Bromo-1H-2-benzopyran-1,3(4H)-dione

HRID 1355680Notes

Reaction equation

HRID 1355680 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:11][C:12]([OH:14])=[O:13])=[C:6]([CH:10]=1)[C:7]([OH:9])=O.C1(N=C=NC2CCCCC2)CCCCC1>C(#N)C>[Br:1][C:2]1[CH:10]=[C:6]2[C:5]([CH2:11][C:12](=[O:13])[O:14][C:7]2=[O:9])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 10868DicyclohexylcarbodiimideHCID 106349875-Bromo-2-(carboxymethyl)benzoic acid

Product 1

HCID 185077967-Bromo-1H-2-benzopyran-1,3(4H)-dione

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To the title compound of 16A in acetonitrile (CH3CN, 60 ml) was added N,N′-dicyclohexylcarbodiimide (DCC, 5.8 g, 28.2 mmol). The reaction mixture was stirred at ambient temperature overnight. After filtration, the filtrate was evaporated to give the title compound of 16B as a yellow solid (96.32 g, 98.7% yield).

Sources & evidence

ORD record
ord-621f5b034bb04ebd9b39217eb04a16cc
Source dataset
uspto-grants-2003_07
Patent number
US06586447B1

Reaction notes

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