HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 5-methoxy-4,7-dimethyl-2,3-dihydro-1H-indol-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 2-Methylbenzenesulfonic acid hydrate | HCID 12496995 | — |
| Reactant | 4,7-Dimethyl-5-methoxy-3-(methylthio)-1,3-dihydro-2H-indol-2-one | HCID 22506877 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 5-methoxy-4,7-dimethyl-2,3-dihydro-1H-indol-2-one | HCID 22506842 | 87% |
Reaction Steps
To a solution of 4,7-dimethyl-5-methoxy-3-(methylthio)-1,3-dihydro-2H-indol-2-one (17.8 g, 75 mmol) in dichloromethane (350 ml) were added triphenylphosphine (23.6 g, 90 mmol) and toluenesulfonic acid monohydrate (17.1 g, 90 mmol) at room temperature and stirred for 3 hours. The reaction mixture was poured into a cold water, and the precipitated crystals were collected by filtration. After washing with dichloromethane and water, 12.4 g of the title compound was obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06872718B1 |
| Source dataset | uspto-grants-2005_03 |
| ORD ID | ord-72f7bf7f0b5b4251afec49cb701fb7c1 |
| Source note | uspto-grants-2005_03 |