| Identification | Back Directory | [Name]
2-methyl-2-phenyltetrahydrofuran | [CAS]
21865-78-1 | [Synonyms]
2-Methyl-2-phenyltetrahydrofuran
Furan, tetrahydro-2-methyl-2-phenyl- | [Molecular Formula]
C11H14O | [MOL File]
21865-78-1.mol | [Molecular Weight]
162.23 |
| Hazard Information | Back Directory | [Synthesis]
The synthesis of 2-methyl-2-phenyltetrahydrofuran is typically achieved through the cyclization of a suitable linear precursor (usually a 1,4-diol or a related functionalized ether). One efficient method is the acid-catalyzed cyclization of 4-phenyl-4-penten-1-ol or a derivative thereof. The double bond in the pentenol is protonated by a strong acid (e.g., H₂SO₄ or TsOH) to generate a carbocation intermediate, which is then attacked by the hydroxyl group to form a five-membered tetrahydrofuran ring. Alternatively, the compound can also be prepared via a Grignard reaction of 4-hydroxybutyrate with phenylmagnesium bromide, followed by reduction and subsequent acid-catalyzed cyclization. |
|
|