تفاعل #40676

معادلة التفاعل

20b

(1-neopentylpiperidin-4-yl)methanol

oxalyl chloride

DMSO

→

20c

المردود 85.7%

1-Neopentylpiperidine-4-carbaldehyde

المردود 85.7%

المذيبات

DCM

DCM

ظروف التفاعل

المعالجة

1. 1
   workup.STIRRINGThe reaction was stirred at −78° C. for 5 min
2. 2
   درجة الحرارةwarmed to rt
3. 3
   workup.STIRRINGstirred at rt for 30 min
4. 4
   أخرىThe reaction was quenched with water
5. 5
   استخلاصextracted with DCM
6. 6
   غسيلwashed with water
7. 7
   تجفيفdried over magnesium sulfate

الإجراء التجريبي

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).

المصدر