HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 54219526, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | 3-Buten-2-ol | HCID 11716 | — |
| Reactant | 5-Fluoro-1-indanone | HCID 136537 | — |
| Solvent | 2,2-Dimethoxypropane | HCID 6495 | — |
| Product | HCID 54219526 | HCID 54219526 | 68% |
Reaction Steps
A solution of 20.0 g of 5-fluoro-1-indanone, 27.5 ml of 3-buten-2-ol and 200 mg of p-toluenesulfonic acid in 200 ml of 2,2-dimethoxy-propane was boiled under reflux for 63 hours on a water separator filled with molecular sieve (0.4 nm, 2 mm pearl shaped). The reaction mixture was subsequently concentrated in a vacuum and purified by column chromatography on silica gel (hexane/diethyl ether 4:1). 18.6 g (68%) of (RS)-2-(2-buten-1-yl)-5-fluoro-1-indanone were obtained as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05646173 |
| Source dataset | uspto-grants-1997_07 |
| ORD ID | ord-52aa441fd5834876b512f1397575ed84 |
| Source note | uspto-grants-1997_07 |