Reaktion #423770

Reaktionsgleichung

2-fluoro-4-iodo-3-methylpyridine

1-Hydroxylmethyladamantane

NaH

→

title compound

2-(tricyclo[3.3.1.13,7]dec-1-ylmethoxy)-4-iodo-3-methyl-pyridine

Lösungsmittel

tetrahydrofuran

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigequenched with H2O
2. 2
   Extraktionextracted with ethyl acetate
3. 3
   WaschenThe combined organic layers were washed with brine
4. 4
   Einengenconcentrated
5. 5
   SonstigeThe residue was purified by preparative TLC
6. 6
   Wascheneluting with petroleum ether

Vorschrift

1-Hydroxylmethyladamantane (249 mg) was dissolved in tetrahydrofuran (3.5 mL) and NaH (24 mg) was added. After the gas evolution ceased, 2-fluoro-4-iodo-3-methylpyridine (237 mg) in tetrahydrofuran (1.5 mL) was added. The reaction mixture was stirred at room temperature for 0.5 hours, quenched with H2O and extracted with ethyl acetate. The combined organic layers were washed with brine and concentrated. The residue was purified by preparative TLC, eluting with petroleum ether to provide the title compound.

Quelle