HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 54022804, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | 3-Buten-2-ol | HCID 11716 | — |
| Reactant | Methyl 3-oxo-2,3-dihydro-1H-indene-5-carboxylate | HCID 10081226 | — |
| Solvent | 2,2-Dimethoxypropane | HCID 6495 | — |
| Product | HCID 54022804 | HCID 54022804 | 83% |
Reaction Steps
A solution of 8 g of 6-methoxycarbonyl-1-indanone, 8 ml of 3-buten-2-ol and 100 mg of p-toluenesulfonic acid in 80 ml of 2,2-dimethoxy-propane was boiled under reflux for 28 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/ethyl acetate 3:1). In addition to 1.3 g of educt, there were obtained 8.5 g (83%) of (RS)-2-(2-buten-1-yl)-6-methoxycarbonyl-1-indanone 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-1e095f674fd349dc87644bf0fde62255 |
| Source note | uspto-grants-1997_07 |