Reacción #2030771

Ecuación de reacción

triphenylphosphine

4-chlorophenol

tert-butyl 2-hydroxy-7-aza-spiro[3.5]-nonane-7-carboxylate

diethylazodicarboxylate

sodium carbonate

→

residue

Rendimiento 99.8%

Tert-butyl 2-(4-chlorophenoxy)-7-aza-spiro[3.5]-nonane-7-carboxylate

Rendimiento 99.8%

Disolventes

toluene

toluene

Condiciones de reacción

Tratamiento posterior

1. 1
   Concentraciónthen concentrated under vacuum
2. 2
   OtroThe residue obtained
3. 3
   Extracciónextracted twice with dichloromethane
4. 4
   LavadoThe combined organic phases are washed once with a saturated aqueous solution of sodium chloride
5. 5
   Secadodried over sodium sulphate
6. 6
   Filtraciónfiltered
7. 7
   Concentraciónconcentrated under vacuum

Procedimiento

Under an inert atmosphere, 0.60 g (2.49 mmoles) of tert-butyl 2-hydroxy-7-aza-spiro[3.5]-nonane-7-carboxylate (WO 2003084948) is dissolved in 25 ml of toluene. 1.024 g (3.90 mmoles) of triphenylphosphine and 0.384 g (2.98 mmoles) of 4-chlorophenol are added. The medium is cooled to 0° C., then a solution of 0.528 g (3.03 mmoles) of diethylazodicarboxylate in 3 ml of toluene is added. The medium is stirred for 14 hrs at ambient temperature then concentrated under vacuum. The residue obtained is taken up in a saturated aqueous solution of sodium carbonate and extracted twice with dichloromethane. The combined organic phases are washed once with a saturated aqueous solution of sodium chloride, dried over sodium sulphate, filtered and concentrated under vacuum. 0.874 g of a residue is obtained, which is used as such in the following stage.

Fuente