HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 15469857, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Benzyl chloroformate | HCID 10387 | — |
| Reactant | 5-Chlorooxindole | HCID 152801 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 15469857 | HCID 15469857 | 61% |
Reaction Steps
To an ice-cold solution of 5-chlorooxindole (16.75 g; 100 mmol) and triethylamine (30.50 ml; 220 mmol) in THF (360 ml) was added dropwise benzyl chloroformate (37.9 ml; 240 mmol). After stirring at room temperature for 6 h, water was added and the organic phase was separated, washed again with brine, dried (MgSO4) and removed in vacuo to give a solid residue which was purified by recrystallisation (ethyl acetate), to give the title compound in 61% yield (HPLC purity 89%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08236963B2 |
| Source dataset | uspto-grants-2012_08 |
| ORD ID | ord-062d8342bdd84bc1ba3e7063e7f92038 |
| Source note | uspto-grants-2012_08 |