反应详情

The solution of ethyl 2-tert-butoxy-3-(5-methylpyridin-2-yl)cyclopropanecarboxylate (12-4) (350 mg, 1.26 mmol) in THF (2 mL) was cooled to 0° C. Then lithium aluminium tetrahydride (72 mg, 1.89 mmol) was added to the solution at 0° C. and it was stirred for 30 min before restored to the room temperature for 1 h. The reaction was quenched in sequence with 0.1 mL water, 0.05 mL 15% NaOH aqueous, 0.1 mL water. The resulting mixture was dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated under reduced pressure and purified by Pre-TLC (PE/EA=1/1). The product was obtained as a white solid (200 mg, 68%). 1H NMR (400 MHz, MeOD) δ 8.24 (s, 1H), 7.55 (dd, J=8.2, 1.7 Hz, 1H), 7.11 (d, J=8.2 Hz, 1H), 3.66-3.58 (m, 3H), 2.33 (s, 3H), 2.13 (t, J=6.6 Hz, 1H), 1.80 (dd, J=6.4, 3.7 Hz, 1H), 1.06 (s, 9H); LRMS (ES) calculated M+H for C14H22NO2: 236.3. Found: 236.2.

1. waitbefore restored to the room temperature for 1 h
2. customThe reaction was quenched in sequence with 0.1 mL water, 0.05 mL 15% NaOH aqueous, 0.1 mL water
3. dry with materialThe resulting mixture was dried over anhydrous sodium sulfate
4. filtrationfiltered
5. concentrationThe filtrate was concentrated under reduced pressure
6. custompurified by Pre-TLC (PE/EA=1/1)