4-Hydroxymethylpyridine → 4-(Chloromethyl)pyridinium chloride
Reaction equation
O[CH2:2][C:3]1[CH:8]=[CH:7][N:6]=[CH:5][CH:4]=1.S(Cl)([Cl:11])=O>C(#N)C>[ClH:11].[Cl:11][CH2:2][C:3]1[CH:8]=[CH:7][N:6]=[CH:5][CH:4]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
4-Hydroxymethylpyridine (20) (54.4 g, 0.50 mol) was dissolved in acetonitrile 202 ml. The solution was added dropwise to a mixture of thionyl chloride (65.3 g, 0.55 mol) and acetonitrile (109 ml) under 50° C. The mixture was stirred at the same temperature for 1 hour, then cooled to room temperature to yield a slurry (quantitative) of the objective (21).
Sources & evidence
- ORD record
- ord-dee3bbe8fbf245858780f3dd89a7ddd2
- Source dataset
- uspto-grants-2006_08
- Patent number
- US07087764B2
Reaction notes
Loading…