Pyridine → HCID 14086937, compound

In a 250 mL three-necked flask, 11-bromoundecanol (10 g, 39.8 mmol), pyridine (2 mL, 24.7 mmol) and thionyl chloride (10 mL, 137 mmol) were successively introduced. The solution was stirred at room temperature and the reaction was followed by IR. After disappearance of the OH band, the mixture was hydrolysed carefully by addition of water, the aqueous layer was extracted three times with diethyl oxide. The organic layers were washed successively with a 10% HCl aqueous solution, water, a saturated aqueous solution of NaHCO3 and water until neutrality. After drying over MgSO4 and elimination of solvents under reduced pressure, the oil was filtered on silica gel (eluent:pentane). A colourless oil was obtained (10.15 g, 35 mmol).

1. extractionthe aqueous layer was extracted three times with diethyl oxide
2. washThe organic layers were washed successively with a 10% HCl aqueous solution, water
3. dry with materialAfter drying over MgSO4 and elimination of solvents under reduced pressure
4. filtrationthe oil was filtered on silica gel (eluent:pentane)
5. customA colourless oil was obtained (10.15 g, 35 mmol)

ORD record

ord-a102e45da923412eb548d9d00b7baa85

Source dataset

uspto-grants-2010_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07687581B2