تفاعل #69029

معادلة التفاعل

1-(3-bromo-5-cyanophenyl)piperidine-4-carboxylic acid

TMSCHN2

→

methyl 1-(3-bromo-5-cyanophenyl)piperidine-4-carboxylate

المردود 100.0%

المذيبات

toluene

methanol

ظروف التفاعل

المعالجة

1. 1
   أخرىthe reaction was quenched with acetic acid (˜0.1 mL)
2. 2
   workup.ADDITIONdiluted with EtOAc
3. 3
   غسيلwashed with saturated aqueous NaHCO3
4. 4
   أخرىThe organic layer was separated
5. 5
   تجفيفdried (MgSO4)
6. 6
   تركيزconcentrated

الإجراء التجريبي

To a solution of 1-(3-bromo-5-cyanophenyl)piperidine-4-carboxylic acid (1.1 g, 3.6 mmol) in toluene (4 mL) and methanol (2 mL) was added TMSCHN2 (2 M in Et2O, 3.5 mL, 7.0 mmol) dropwise at room temperature. After 1 h, the reaction was quenched with acetic acid (˜0.1 mL), diluted with EtOAc and washed with saturated aqueous NaHCO3. The organic layer was separated, dried (MgSO4), and concentrated to give methyl 1-(3-bromo-5-cyanophenyl)piperidine-4-carboxylate in ˜100% yield.

المصدر