HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium tert-butoxide → 2-{2-Chloro-4-fluoro-3-[prop-1-en-1-yl]phenyl}-1,3-dioxolane
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Reactant | 2-Chloro-3-(1,3-dioxolan-2-yl)-6-fluorobenzaldehyde | HCID 59370531 | — |
| Catalyst | Phosphonium, ethyltriphenyl-, bromide (1:1) | HCID 73727 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | 2-{2-Chloro-4-fluoro-3-[prop-1-en-1-yl]phenyl}-1,3-dioxolane | HCID 68603364 | 99.3% |
Reaction Steps
To a solution of ethyltriphenylphosphonium bromide (3.43 g) in tetrahydrofuran (15 mL) was added potassium tert-butoxide (1.31 g) at 0° C., and the mixture was stirred at room temperature for 1 hr. Successively, 2-chloro-3-(1,3-dioxolan-2-yl)-6-fluorobenzaldehyde (1.35 g) was added to the mixture, and the mixture was stirred for 2.5 hr. To the reaction mixture was added saturated brine, and the mixture was extracted with ethyl acetate. The extract was dried over anhydrous magnesium sulfate and concentrated under reduced pressure to give crude 2-{2-chloro-4-fluoro-3-[prop-1-en-1-yl]phenyl}-1,3-dioxolane (1.41 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08592452B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-463dbc2f9daa41daaa87b48956d18432 |
| Source note | uspto-grants-2013_11 |