تفاعل #614729

معادلة التفاعل

2-chloro-5-nitropyridine

3,3-dimethyl-2,3-dihydro-1-benzofuran-4-ol

Intermediate 57

3,3-dimethyl-2,3-dihydro-1-benzofuran-4-ol

potassium carbonate

→

title compound

المردود 67.4%

2-[(3,3-dimethyl-2,3-dihydro-1-benzofuran-4-yl)oxy]-5-nitropyridine

المردود 67.4%

المذيبات

dimethylformamide

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةThe reaction mixture was heated under microwave irradiation during 30 minutes at 110 C (Biotage Initiator)
2. 2
   ترشيحThe reaction mixture was filtered
3. 3
   غسيلThe filtrated solid was washed with dichloromethane (30 ml)
4. 4
   أخرىThe volatiles were evaporated under vacuum
5. 5
   أخرىThe residue was purified by silica gel chromatography (Companion instrument, 120 g cartridge) with cyclohexane as eluent

الإجراء التجريبي

In a large microwave vial, 2-chloro-5-nitropyridine (386 mg, 2.436 mmol) was dissolved in 4 ml of dimethylformamide. 3,3-dimethyl-2,3-dihydro-1-benzofuran-4-ol (Intermediate 57, 400 mg) and potassium carbonate (2.02 g, 14.62 mmol) were added. The reaction mixture was heated under microwave irradiation during 30 minutes at 110 C (Biotage Initiator). The reaction mixture was filtered. The filtrated solid was washed with dichloromethane (30 ml). The volatiles were evaporated under vacuum. The residue was purified by silica gel chromatography (Companion instrument, 120 g cartridge) with cyclohexane as eluent to afford the title compound (470 mg).

المصدر