Reacción #40676

Ecuación de reacción

20b

(1-neopentylpiperidin-4-yl)methanol

oxalyl chloride

DMSO

→

20c

Rendimiento 85.7%

1-Neopentylpiperidine-4-carbaldehyde

Rendimiento 85.7%

Disolventes

DCM

DCM

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.STIRRINGThe reaction was stirred at −78° C. for 5 min
2. 2
   Temperaturawarmed to rt
3. 3
   workup.STIRRINGstirred at rt for 30 min
4. 4
   OtroThe reaction was quenched with water
5. 5
   Extracciónextracted with DCM
6. 6
   Lavadowashed with water
7. 7
   Secadodried over magnesium sulfate

Procedimiento

To a solution of oxalyl chloride (490 μL, 5.6 mmol) in DCM (10 mL) at −78° C. was added DMSO (796 μL, 11.2 mmol) dropwise followed by the addition of a solution of 20b (943 mg, 5.6 mmol) in DCM (2 mL). The mixture was stirred at −78° C. for 30 min and TEA (3.6 mL, 25.5 mmol) was added. The reaction was stirred at −78° C. for 5 min, warmed to rt and stirred at rt for 30 min. The reaction was quenched with water and extracted with DCM. The organic layers were combined and washed with water, dried over magnesium sulfate to give 20c as a yellow semi-solid (880 mg).

Fuente