HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → Acetic acid 5,5-dimethyl-4-oxo-hex-2-ynyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Iodide Ion | HCID 30165 | — |
| Reactant | Pivaloyl chloride | HCID 62493 | — |
| Reactant | Propargyl acetate | HCID 69388 | — |
| Catalyst | Dichlorobis(triphenylphosphine)palladium | HCID 6102075 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | Acetic acid 5,5-dimethyl-4-oxo-hex-2-ynyl ester | HCID 86622407 | — |
Reaction Steps
Pivaloyl chloride (612 μl), propargyl acetate (644 μl), cupper iodide (12 mg) and bis-(triphenylphosphine) palladium(II)-dichloride (9.1 mg) in NEt3 (10 ml) were stirred at RT for 24 h. MeOH was added and the mixture was evaporated off. The residue was taken up in Et2O and the resulting suspension filtered off. The solution was washed with a 1M HCl solution, water, dried (Na2SO4) and evaporated off. Column chromatography (EA/Hept 1/3) afforded 343 mg of the desired compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08048881B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-6b7e575f8c374d0e97c52bfcfcb28645 |
| Source note | uspto-grants-2011_11 |