HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 54039226, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | 3-Buten-2-ol | HCID 11716 | — |
| Reactant | HCID 19036538 | HCID 19036538 | — |
| Solvent | 2,2-Dimethoxypropane | HCID 6495 | — |
| Product | HCID 54039226 | HCID 54039226 | 50% |
Reaction Steps
A solution of 18.3 g of 6-mesyloxy-1-indanone, 16.7 ml of 3-buten-2-ol and 300 mg of p-toluenesulfonic acid in 400 ml of 2,2-dimethoxy-propane was boiled under reflux for 46 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 4:1). In addition to 8.31 g of educt, there were obtained 11.3 g (50%) of (RS)-2-(2-buten-1-yl)-6-mesyloxy-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-7902a12c9ee64ddcb9f2ceb0b6b04ef3 |
| Source note | uspto-grants-1997_07 |