HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-(1,3-Benzodioxol-5-yl)-2-butanone → 5-(3-Methyl-5-phenylpent-3-enyl)benzo[d][1,3]dioxole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-(1,3-Benzodioxol-5-yl)-2-butanone | HCID 62098 | — |
| Reactant | Phenethyltriphenylphosphonium bromide | HCID 10863251 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Product | 5-(3-Methyl-5-phenylpent-3-enyl)benzo[d][1,3]dioxole | HCID 67985827 | 30.7% |
Reaction Steps
Starting from phenethyltriphenylphosphonium bromide (1.82 g, 4.07 mmol, 1.0 equiv.), n-BuLi (1.6 M in hexanes, 2.6 mL, 4.07 mmol, 1.0 equiv.) and 4-(benzo[d][1,3]dioxol-5-yl)butan-2-one (1.17 g, 6.10 mmol, 1.5 equiv.), 0.35 g (30%) of the title compound as a colorless oil was obtained after purification by flash chromatography on SiO2 (cyclohexane/EtOAc 99:1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09193935B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-67393ee1c683402babca401f3224ff50 |
| Source note | uspto-grants-2015_11 |