Thionyl Chloride → HCID 19783302, compound
Reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][CH:9](O)[CH:10]([C:12]1[CH:17]=[CH:16][N:15]=[CH:14][CH:13]=1)[CH3:11].S(Cl)(Cl)=O>>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8]/[CH:9]=[C:10](\[C:12]1[CH:13]=[CH:14][N:15]=[CH:16][CH:17]=1)/[CH3:11]Participants
3
Conditions
- Temperature
- 40 °C
Procedure
To the said solid, that is, 1.59 g (6.49 mmol) of 1-(2-fluorophenyl)-3-(4-pyridyl)-2-butanol, 2.5 ml of thionyl chloride was added and stirred for one hour at 40° C. After distilling away excessive thionyl chloride under reduced pressure, water was added and the residue was alkalized with sodium carbonate and was extracted with ethyl acetate. After drying over anhydrous sodium sulfate, ethyl acetate was distilled away under reduced pressure to obtain a brown oily substance. The resulting oily substance was purified by silica gel column chromatography to obtain 0.54 g of the desired compound (yield: 31.6%).