HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethylene Glycol → 5'-Cyclohexyl-spiro[1,3-dioxolane-2,3'-[3H]-indol]-2'(1'H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethylene Glycol | HCID 174 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | 5-Cyclohexylindoline-2,3-dione | HCID 12511930 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 5'-Cyclohexyl-spiro[1,3-dioxolane-2,3'-[3H]-indol]-2'(1'H)-one | HCID 23363861 | — |
Reaction Steps
5-Cyclohexyl-1H-indole-2,3-dione (1 equivalent), ethane-1,2-diol (5 equivalents) and p-toluenesulphonic acid (0.02 equivalents) in dry toluene were heated under reflux overnight with azeotropic removal of water. The reaction mixture was cooled, washed with saturated sodium bicarbonate solution, and then worked up in the usual manner to afford the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05585378 |
| Source dataset | uspto-grants-1996_12 |
| ORD ID | ord-3c387fdbf95f42d7ba2534beed0427e5 |
| Source note | uspto-grants-1996_12 |