반응 #976581

반응 방정식

HCl

Thiophosgene

1-amino-4-cyclopropyl-naphthalene

diisopropylethylamine

→

1-cyclopropyl-4-isothiocyanatonaphthalene

수율 86.0%

용매

water

dichloromethane

반응 조건

후처리

1. 1
   workup.STIRRINGThe reaction mixture was stirred for 5 min at this temperature
2. 2
   기타the organic layer was separated
3. 3
   세척washed with brine
4. 4
   건조dried over sodium sulfate
5. 5
   여과filtered
6. 6
   기타the solvent was evaporated under reduced pressure
7. 7
   workup.ADDITIONHexane was added
8. 8
   여과the resulting precipitate was filtered
9. 9
   기타The solvent was evaporated

실험 절차

Thiophosgene (1.1 g, 9.7 mmol) was added to a solution of 1-amino-4-cyclopropyl-naphthalene (1.8 g, 9.7 mmol) and diisopropylethylamine (2 eq) in dichloromethane (50 mL) stirred at 0° C. The reaction mixture was stirred for 5 min at this temperature, then a 1% solution of HCl in water was added and the organic layer was separated, washed with brine, dried over sodium sulfate, filtered and the solvent was evaporated under reduced pressure. Hexane was added, and the resulting precipitate was filtered. The solvent was evaporated to yield 1-cyclopropyl-4-isothiocyanatonaphthalene (1.88 g, 86%).

출처