HuagongsheHuagongshe Chemistry Print Report · For research reference only
p-Toluenesulfonic acid → (RS)-2-(2-buten-1-yl)-7-methoxy-4-chromanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | 3-Buten-2-ol | HCID 11716 | — |
| Reactant | 7-methoxy-3,4-dihydro-2H-1-benzopyran-4-one | HCID 4387510 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | 2,2-Dimethoxypropane | HCID 6495 | — |
| Product | (RS)-2-(2-buten-1-yl)-7-methoxy-4-chromanone | HCID 54266277 | 41% |
Reaction Steps
A solution 11.9 g of 7-methoxy-4-chromanone, 13.8 ml of 3-buten-2-ol and 120 mg of p-toluenesulfonic acid in 14 ml of 2,2-dimethoxypropane and 120 ml of anhydrous toluene was boiled under reflux for 24 hours. The reaction mixture was subsequently concentrated in a vacuum and purified by column chromatography on silica gel (hexane/diethyl ether 4:1). 6.3 g (41%) of (RS)-2-(2-buten-1-yl)-7-methoxy-4-chromanone 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-a9f34ce413594d0ea472548bb4df2f61 |
| Source note | uspto-grants-1997_07 |