HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Methylbenzenesulfonic acid → 1H-Indene, 2-bromo-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Methylbenzenesulfonic acid | HCID 6925 | — |
| Reactant | (1R,2R)-2-bromo-2,3-dihydro-1H-inden-1-ol | HCID 820607 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 1H-Indene, 2-bromo- | HCID 575586 | 96.1% |
Reaction Steps
A 500 mL flask was charged with 25.5 g (120 mmol) of trans-2-bromo-1-indanol, 1 g of toluenesulfonic acid and 350 mL of toluene. This was capped with a Dean-Stark trap and heated to reflux for two hours at which time the system was cooled to room temperature and the volatiles removed in vacuo to leave a dark oil. The residue was taken up into hexanes and eluted through a silica pad using hexanes. Removal of the volatiles in vacuo gave 22.5 g (96 percent) of a light yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07098356B2 |
| Source dataset | uspto-grants-2006_08 |
| ORD ID | ord-1c7e89d4d4514972a067ddc65a248326 |
| Source note | uspto-grants-2006_08 |