Reaktion #72445

Reaktionsgleichung

4-Carbamoylphenyl 2-(2-methoxynaphthalen-6-yl)-propanoate

5

4-carbamoylphenyl 2-(2-methoxynaphthalen-6-yl)propanoate

Lawesson reagent

→

compound 6

Ausbeute 61.0%

4-thiocarbamoylphenyl 2-(2-methoxynaphthalen-6-yl)propanoate

Ausbeute 61.0%

Lösungsmittel

benzene

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe solvent was removed under reduced pressure
2. 2
   Sonstigethe crude residue was purified by silica gel column (dichloromethane/methyl alcohol 9.75:0.25)
3. 3
   Sonstigeto furnish 2.9 g of crude compound 6
4. 4
   SonstigeThe obtained compound was purified by a silica gel open column
5. 5
   Wascheneluted with CH2Cl2/MeOH (9.5/0.5))

Vorschrift

4-Carbamoylphenyl 2-(2-methoxynaphthalen-6-yl)-propanoate, 5 (1.80 g, 4.34 mmol) and Lawesson reagent (1.75 g, 4.34 mmol) were dissolved in 130 ml of anhydrous benzene. The reaction was warmed to 60° C. and stirred for 4 h. The solvent was removed under reduced pressure; the crude residue was purified by silica gel column (dichloromethane/methyl alcohol 9.75:0.25) to furnish 2.9 g of crude compound 6. The obtained compound was purified by a silica gel open column and eluted with CH2Cl2/MeOH (9.5/0.5)) giving the pure compound 6 (970 mg, 61% yield).

Quelle