Thionyl Chloride → HCID 15382481, compound

Participants

Reaction Steps

15.60 9 g thionyl chloride (130 mmol) in 10 ml toluene (abs.) is added quickly in a drop-wise manner to 8.8 g 2-(2-chloro-6-nitrophenyl) ethanol (44 mmol) in 100 ml abs. toluene. The reaction solution is heated under reflux 1 h. After cooling, this is poured onto ice, diluted with 50 ml CH2Cl2 and the H2O phase is extracted 2× each with 50 ml CH2Cl2. The combined organic phases are dried over Na2SO4 and rotary evaporated. 9.08 g (41 mmol, 94%) 2-(2-chloro-6-nitrophenyl)ethyl chloride are obtained as a brown oil which crystallizes after storage for several days in a refrigerator.

Provenance & Evidence