Reaktion #40676

Reaktionsgleichung

20b

(1-neopentylpiperidin-4-yl)methanol

oxalyl chloride

DMSO

→

20c

Ausbeute 85.7%

1-Neopentylpiperidine-4-carbaldehyde

Ausbeute 85.7%

Lösungsmittel

DCM

DCM

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGThe reaction was stirred at −78° C. for 5 min
2. 2
   Temperaturwarmed to rt
3. 3
   workup.STIRRINGstirred at rt for 30 min
4. 4
   SonstigeThe reaction was quenched with water
5. 5
   Extraktionextracted with DCM
6. 6
   Waschenwashed with water
7. 7
   Trocknendried over magnesium sulfate

Vorschrift

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).

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