HuagongsheHuagongshe Chemistry Print Report · For research reference only
p-Toluenesulfonic acid → HCID 57001676, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | 3-Buten-2-ol | HCID 11716 | — |
| Reactant | Thiochroman-4-one | HCID 19048 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | 2,2-Dimethoxypropane | HCID 6495 | — |
| Product | HCID 57001676 | HCID 57001676 | 48% |
Reaction Steps
A solution of 23.9 g of 4-thiochromanone, 30 ml of 3-buten-2-ol and 240 mg of p-toluenesulfonic acid in 30 ml of 2,2-dimethoxy-propane and 240 ml of anhydrous toluene was boiled under reflux for 20 hours. The reaction mixture was subsequently concentrated in a vacuum and purified by column chromatography on silica gel (hexane/diethyl ether 5:1). 15.3 g (48%) of (RS)-2-(2-buten-1-yl)-4-thiochromanone 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-579e03b2393a4366bed40e1392d8f8f2 |
| Source note | uspto-grants-1997_07 |