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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1802460Generated: November 2, 2026

9-Fluorenylmethyl chloroformate → 5-{[(9h-Fluoren-9-ylmethoxy)carbonyl]amino}-2,4-dimethylbenzenesulfonic acid

https://huagongshe.com/reaction/1802460

Reaction equation

Participants

RoleNameHCIDCharge
Reactant9-Fluorenylmethyl chloroformateHCID 34367—
ReactantSodium BicarbonateHCID 516892—
ReactantSodium 5-amino-2,4-dimethylbenzene-1-sulfonateHCID 23691697—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
Product5-{[(9h-Fluoren-9-ylmethoxy)carbonyl]amino}-2,4-dimethylbenzenesulfonic acidHCID 59436037—

Reaction Steps

To a solution of 5-amino-2,4-dimethylbenzenesulfonic acid sodium salt (3.0 g, 13.4 mmol) in dioxane (37 mL) and water (37 ml) was added NaHCO3 (2.5 g, 29.6 mmol) and 9-fluoreneylmethyl chloroformate. The mixture was then stirred at room temperature overnight and then quenched with 1N HCl and extracted with EtOAc. The organic layers were concentrated in vacuo. Purification by silica gel chromatography (0-10% MeOH/DCM) resulted in the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08349865B2
Source datasetuspto-grants-2013_01
ORD IDord-bbd3401ec28f4774b4dbb717bfe4205d
Source noteuspto-grants-2013_01