Reaktion #2373302

Reaktionsgleichung

water

Thiophosgene

1-ethynyl-1-amino-cyclohexane

triethylamine

→

1-isothiocyano-1-ethyl-cyclohexane

Lösungsmittel

methylene chloride

methylene chloride

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe mixture was cooled
2. 2
   Temperaturto prevent refluxing
3. 3
   Sonstigephase separated
4. 4
   Sonstigethe organic phase was collected
5. 5
   TrocknenThis layer was dried (MgSO4)
6. 6
   workup.DISSOLUTIONthe residue was dissolved in diethyl ether
7. 7
   Filtrationfiltered
8. 8
   Sonstigeto yield a dark brown oil
9. 9
   SonstigeA small portion of the oil was purified on a silica gel column (3×10 cm) with hexane elution

Vorschrift

Thiophosgene (140 g) was dissolved in 250 ml methylene chloride and 250 ml water was added. To the two-phase system was added dropwise a solution of 1-ethynyl-1-amino-cyclohexane (123 g) and triethylamine (101 g) in 250 ml methylene chloride. The mixture was cooled to prevent refluxing. The mixture was stirred at room temperature for two hours, phase separated, and the organic phase was collected. This layer was dried (MgSO4) and stripped, and the residue was dissolved in diethyl ether, filtered and stripped to yield a dark brown oil. A small portion of the oil was purified on a silica gel column (3×10 cm) with hexane elution to yield 1-isothiocyano-1-ethyl-cyclohexane (A), 5.9 g.

Quelle