Acetone → 2-(6-Bromo-3-pyridyl)-2-propanol

Temperature

-78 °C

2,5-Dibromopyridine 3.05 g (12.5 mmol) was dissolved in 20 mL of THF and 120 mL of anhydrous ether and cooled to −78° C. 5.0 mL n-butyllithium (2.5 M, 12.5 mmol) was slowly dropped through a syringe in 30 min. After being stirred at −78° C. for 30 minutes, acetone (2 ml, 20 mmol) was added. The reaction mixture was warmed up to room temperature during two hours and then quenched by 10 ml water. The mixture was extracted twice using EtOAc. The combined extracts were dried and concentrated. After crystallization using 20% EtOAc in hexane, 1.30 g of white crystals was obtained (48% yield), MS: 215.0, 217.0 (M++1).

1. temperatureThe reaction mixture was warmed up to room temperature during two hours
2. customquenched by 10 ml water
3. extractionThe mixture was extracted twice using EtOAc
4. customThe combined extracts were dried
5. concentrationconcentrated
6. customAfter crystallization

ORD record

ord-a99860aaa5ce49f98de89acf9a06123c

Source dataset

uspto-grants-2011_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07985730B2