Reaktion #50474

Reaktionsgleichung

tetralone

methyl 6-fluoro-1,2,3,4-tetrahydro-1-oxo-2-phenyl-2-naphthalenecarboxylate

lithium chloride

water

→

6-fluoro-3,4-dihydro-2-phenyl-1(2H)-naphthalenone

Ausbeute 87.0%

Lösungsmittel

dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturcooled
2. 2
   Sonstigepartitioned between ether and water
3. 3
   SonstigeThe aqueous phase was separated
4. 4
   Extraktionextracted three times with ether
5. 5
   WaschenThe combined organic phases were washed once with water
6. 6
   Trocknendried (MgSO4)
7. 7
   Einengenconcentrated (1.96 g, 87% yield)

Vorschrift

The tetralone from Step B (2.8 g, 9.4 mmole) was dissolved in 45 ml of dimethylformamide. To this solution was added lithium chloride (2.0 g, 47 mmole) and water (0.42 ml, 23 mmole). The reaction mixture was heated to 150° C. for 2.5 hrs and then cooled and partitioned between ether and water. The aqueous phase was separated and extracted three times with ether. The combined organic phases were washed once with water, dried (MgSO4), and concentrated (1.96 g, 87% yield). 1H NMR (CDCl3) δ: 8.13 (1H, dd, J=6,10 Hz), 7.31 (5H, m) 6.99 (2H, m), 3.80 (1H, m), 3.07 (2H, m), 2.43 (2H, m).

Quelle