Reacción #217823

Ecuación de reacción

water

8-amino-1,2,3,4-tetrahydro-naphthalen-2-ol

pyridine

phenyl chloroformate

→

phenyl (7-hydroxy-5,6,7,8-tetrahydronaphthalen-1-yl)carbamate

Rendimiento 49.4%

Disolventes

THF

Condiciones de reacción

Tratamiento posterior

1. 1
   Extracciónextracted with ethylacetate
2. 2
   LavadoThe organic layer was washed with brine
3. 3
   Secadodried over Na2SO4
4. 4
   Filtraciónfiltered
5. 5
   Concentraciónconcentrated under reduced pressure
6. 6
   OtroThe obtained residue was triturated with ethylacetate and hexane

Procedimiento

To a stirred solution of 8-amino-1,2,3,4-tetrahydro-naphthalen-2-ol (30.0 mg, 0.18 mmol) and pyridine (21.8 mg, 0.28 mmol) in 1.0 mL THF was added phenyl chloroformate (30.2 mg, 0.19 mmol), and the mixture was stirred for 1 hour at room temperature. To the product mixture was added water and extracted with ethylacetate. The organic layer was washed with brine, dried over Na2SO4, filtered and concentrated under reduced pressure. The obtained residue was triturated with ethylacetate and hexane to afford phenyl (7-hydroxy-5,6,7,8-tetrahydronaphthalen-1-yl)carbamate (25.2 mg, 48% yield).

Fuente