반응 #67027

반응 방정식

HCl

Thiophosgene

1-amino-4-cyclopropylnaphthalene

diisopropylethylamine

→

1-cyclopropyl-4-isothiocyanatonaphthalene

수율 86.0%

용매

dichloromethane

반응 조건

후처리

1. 1
   기타The organic layer was separated
2. 2
   세척washed with brine
3. 3
   건조dried over sodium sulfate
4. 4
   여과filtered
5. 5
   기타the solvent removed under reduced pressure
6. 6
   workup.ADDITIONHexane was added
7. 7
   여과the resulting precipitate was filtered
8. 8
   기타The solvent was evaporated

실험 절차

Thiophosgene (1.1 g, 9.7 mmol) was added to a stirred solution of 1-amino-4-cyclopropylnaphthalene (1.8 g, 9.7 mmol) and diisopropylethylamine (2 eq) in dichloromethane (50 mL) at 0° C. The reaction mixture was stirred for 5 min at 0° C. and then aqueous HCl (1% solution) was added. The organic layer was separated, washed with brine, dried over sodium sulfate, filtered and the solvent removed 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