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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2090521Generated: October 30, 2026

Dicyclohexylcarbodiimide → HCID 131730567, compound

https://huagongshe.com/reaction/2090521

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactant2,4-Difluorobenzoic acidHCID 74102—
ReactantHCID 131730568HCID 131730568—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
ProductHCID 131730567HCID 13173056774.9%

Reaction Steps

A solution of 8,9-dimethoxy-6-[4′-hydroxybiphen-4-yl]-3-phenyl-3-(4-pyrrolidinophenyl)-3H-naphtho[1,2-b]pyran (0.95 g, 0.5 mmol) and 2,4-difluorobenzoic acid (0.09 g, 0.5 mmol) in DCM (40 mL) containing 4-dimethylaminopyridine (0.01 g) and N,N′-dicyclohexylcarbodiimide (0.11 g, 1.6 mmol) under N2 was stirred at room temperature for 2 h. The resulting mixture was filtered through a short plug of silica using DCM as eluent. The solvent was removed under reduced pressure and the residue chromatographed on silica using EtOAc (0-20% gradient in toluene) as eluent. The solvent was removed under reduced pressure and the residue washed with acetone to give the title compound (0.29 g, 70%) as a pale violet powder, mp 249-250° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08436184B2
Source datasetuspto-grants-2013_05
ORD IDord-e9bf5cda9bc047efa9d024c6650c0205
Source noteuspto-grants-2013_05