Reacción #71026

Ecuación de reacción

N2

[5-(2-methyl-[1,3]dioxolan-2-yl)-furan-2-yl]-methanol

Et3N

CH2Cl2

→

title compound

2-(5-Chloromethyl-furan-2-yl)-2-methyl-[1,3]dioxolane

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrothe reaction mixture was quenched with water (40 mL)
2. 2
   Extracciónextracted with CH2Cl2 (40 mL)
3. 3
   Secadoextracts were dried over MgSO4
4. 4
   Filtraciónfiltered
5. 5
   Otrothe solvents were removed
6. 6
   OtroPurification of the residue by FC (8:2:0.1 hept-EA-Et3N)

Procedimiento

In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), a solution of [5-(2-methyl-[1,3]dioxolan-2-yl)-furan-2-yl]-methanol (3.50 g, 19.00 mmol) in dry CH2Cl2 (35.0 mL) was treated at 0° C. with Et3N (3.44 mL, 22.80 mmol) followed by DMAP (232 mg, 1.90 mmol) and Ms-C1 (1.77 mL, 22.80 mmol). After stirring at rt for 2 h, the reaction mixture was quenched with water (40 mL), extracted with CH2Cl2 (40 mL) and the combined org. extracts were dried over MgSO4, filtered, and the solvents were removed under reduced. Purification of the residue by FC (8:2:0.1 hept-EA-Et3N) gave the title compound as a yellow oil: TLC:rf (4:1 hept-EA)=0.35.

Fuente