HuagongsheHuagongshe Chemistry Print Report · For research reference only
9-Fluorenylmethyl chloroformate → 5-{[(9h-Fluoren-9-ylmethoxy)carbonyl]amino}-2,4-dimethylbenzenesulfonic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 9-Fluorenylmethyl chloroformate | HCID 34367 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Sodium 5-amino-2,4-dimethylbenzene-1-sulfonate | HCID 23691697 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 5-{[(9h-Fluoren-9-ylmethoxy)carbonyl]amino}-2,4-dimethylbenzenesulfonic acid | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08349865B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-bbd3401ec28f4774b4dbb717bfe4205d |
| Source note | uspto-grants-2013_01 |