Diethyl Ether → 40472-76-2

Temperature

0 °C

Ethyl 4-chloropyridine-2-carboxylate (200 mg, 1.08 mmol) was dissolved in diethyl ether (10 ml) and cooled to 0° C. MeMgBr (1.08 ml of a 3M solution in diethyl ether, 3.24 mmol) was added dropwise and the reaction was warmed to room temperature and stirred for 30 minutes. After quenching with saturated NaHCO3 (2 ml) and diluting with diethyl ether (40 ml), the resulting mixture stirred vigorously for 30 minutes to break up the resulting solid. The mixture was washed twice with saturated NaHCO3 (20 ml), dried (MgSO4) and concentrated at reduced pressure. The resulting residue was dissolved in diethyl ether (10 ml) and the Grignard reaction repeated giving the title compound as colourless oil (157 mg, 85%).

1. temperaturethe reaction was warmed to room temperature
2. customAfter quenching with saturated NaHCO3 (2 ml)
3. additiondiluting with diethyl ether (40 ml)
4. stirringthe resulting mixture stirred vigorously for 30 minutes
5. washThe mixture was washed twice with saturated NaHCO3 (20 ml)
6. dry with materialdried (MgSO4)
7. concentrationconcentrated at reduced pressure
8. dissolutionThe resulting residue was dissolved in diethyl ether (10 ml)
9. customthe Grignard reaction

ORD record

ord-5138400da51b4102b63effe0097cc7ab

Source dataset

uspto-grants-2014_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08691804B2