Sodium Bicarbonate → HCID 18457684, Verbindung

Temperatur

-78 °C

To a solution of O-protected pyridine dimethylcarbinol (3.0 g, 10.6 mmol) in THF (50 mL) at −78° C. was added n-BuLi 2.5 N in hexanes (4.7 ml, 11.7 mmol) followed, 1 min later, by phenylthionochloroformate (2.76 g, 16.0 mmol). The reaction was stirred at −78° C. for 40 min, then allowed to warm to RT and stirred 4 h. The final mixture was treated with saturated NaHCO3, extracted with DCM and AcOEt and the combined organic layers were dried over Na2SO4 and concentrated. Purification of the residue by flash chromatography over silica gel (eluting with hexane to DCM) afforded 1.5 g of O-protected pyridine propene as well as 1.8 g of starting O-protected pyridine dimethylcarbinol.

1. temperatureto warm to RT
2. stirringstirred 4 h
3. extractionextracted with DCM and AcOEt
4. dry with materialthe combined organic layers were dried over Na2SO4
5. concentrationconcentrated
6. customPurification of the residue by flash chromatography over silica gel (eluting with hexane to DCM)

ORD-Eintrag

ord-a4180cc606ee437ea37ae1a95ecc0216

Quelldatensatz

uspto-grants-2007_08

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07256186B2