HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → (RS)-2-(2-buten-1-yl)-6-methyl-1-indanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | 3-Buten-2-ol | HCID 11716 | — |
| Reactant | 6-Methyl-1-indanone | HCID 2795093 | — |
| Solvent | 2,2-Dimethoxypropane | HCID 6495 | — |
| Product | (RS)-2-(2-buten-1-yl)-6-methyl-1-indanone | HCID 54032350 | 83% |
Reaction Steps
A solution of 14.2 g of 6-methyl-1-indanone, 20.1 ml of 3-buten-2-ol and 140 mg of p-toluenesulfonic acid in 140 ml of 2,2-dimethoxypropane was boiled under reflux for 69 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 5:1). 16.3 g (83%) of (RS)-2-(2-buten-1-yl)-6-methyl-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-c8e62d170be4483183c9ca367c0a4317 |
| Source note | uspto-grants-1997_07 |