HuagongsheHuagongshe Chemistry Print Report · For research reference only
Toluene → 5,6-dichloro-1H-indene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 5,6-Dichloro-2,3-dihydro-1H-inden-1-OL | HCID 19919524 | — |
| Catalyst | 4-tert-Butylcatechol | HCID 7381 | — |
| Solvent | Water | HCID 962 | — |
| Product | 5,6-dichloro-1H-indene | HCID 19919527 | 56.5% |
Reaction Steps
A mixture of 17.48 g of the product of Step B, 470 ml of toluene, 0.57 g of 4-tert.-butyl-catechol and 1.63 g of p-toluene sulfonic acid was refluxed for 2 hours and then was diluted with water. 10 ml of N sodium hydroxide solution were added and the mixture was extracted with toluene. The organic phase was evaporated to dryness under reduced pressure and the residue was taken up in hexane. The mixture was vacuum filtered and the crystalline product was dried to obtain 9 g of the desired product melting at 76° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05348971 |
| Source dataset | uspto-grants-1994_09 |
| ORD ID | ord-697626cccf67485283f663d344ef5127 |
| Source note | uspto-grants-1994_09 |