تفاعل #172297

معادلة التفاعل

2-Hydroxybenzaldehyde

2-hydroxybenzaldehyde

N-Boc-3-(methylsulfonyloxy)pyrrolidine

K2CO3

→

tert-butyl 3-(2-formylphenoxy)pyrrolidine-1-carboxylate

المردود 23.7%

المذيبات

CH2Cl2

ظروف التفاعل

المعالجة

1. 1
   أخرىDMF was removed by concentration under reduced pressure
2. 2
   workup.ADDITIONThe resulting residue was diluted with EtOAc (100 mL)
3. 3
   غسيلwashed with water (50 mL)
4. 4
   تجفيفdried (MgSO4)
5. 5
   تركيزconcentrated under reduced pressure
6. 6
   أخرىThe resulting residue was purified by chromatography (pentane:EtOAc=1:10)

الإجراء التجريبي

2-Hydroxybenzaldehyde (25; 1.2 g, 9.8 mmol), N-Boc-3-(methylsulfonyloxy)pyrrolidine (29; 2.6 g, 9.8 mmol), K2CO3 (2.0 g, 14.7 mmol) and tetrabutyl ammonium iodide (300 mg, cat) in CH2Cl2 (20 mL) was stirred at 70-80° C. for 18 h. DMF was removed by concentration under reduced pressure. The resulting residue was diluted with EtOAc (100 mL), washed with water (50 mL), dried (MgSO4) and concentrated under reduced pressure. The resulting residue was purified by chromatography (pentane:EtOAc=1:10) to afford 676 mg of tert-butyl 3-(2-formylphenoxy)pyrrolidine-1-carboxylate 30 as an oil (yield: 23%).

المصدر