Reaktion #1980521

Reaktionsgleichung

trans-4-carbamoyl-cyclohexanecarboxylic acid methyl ester

Lawesson's reagent

→

title compound

Ausbeute 95.7%

trans-4-Thiocarbamoyl-cyclohexanecarboxylic acid methyl ester

Ausbeute 95.7%

Lösungsmittel

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturat reflux for 3.5 h
2. 2
   SonstigeThe heating bath was removed
3. 3
   Sonstigethe solvent was evaporated
4. 4
   SonstigeThe residue was purified by flash-chromatography with n-heptane/ethyl acetate as eluent
5. 5
   Sonstigeto give a pink solid, which
6. 6
   Sonstigewas triturated in toluene (10 ml)
7. 7
   FiltrationThe precipitate was collected by filtration
8. 8
   Sonstigedried in vacuo

Vorschrift

A solution of trans-4-carbamoyl-cyclohexanecarboxylic acid methyl ester (2.00 g, 10.8 mmol) and Lawesson's reagent (2.2 g, 5.4 mmol) in tetrahydrofuran (55 ml) was heated at reflux for 3.5 h. The heating bath was removed and the solvent was evaporated. The residue was purified by flash-chromatography with n-heptane/ethyl acetate as eluent to give a pink solid, which was triturated in toluene (10 ml). The precipitate was collected by filtration and dried in vacuo to give the title compound (1.04 g, 48%) as off-white solid. MS m/e: 202 ([M+H]+)

Quelle