Hydrochloric Acid → 3-(Chloromethyl)-2-methoxypyridine hydrochloride
Reaction equation
S(Cl)([Cl:3])=O.[CH3:5][O:6][C:7]1[C:12]([CH2:13]O)=[CH:11][CH:10]=[CH:9][N:8]=1.[ClH:15]>C(Cl)Cl>[ClH:3].[CH3:5][O:6][C:7]1[C:12]([CH2:13][Cl:15])=[CH:11][CH:10]=[CH:9][N:8]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
51 ml of thionyl chloride (696.67 mmol) were added dropwise to 17 g of 2-methoxy-3-picolyl alcohol.HCl (96.76 mmol) suspended in 60 ml of DCM, the solution was stirred at room temperature for 1 h, the solvent and excess thionyl chloride were removed under reduced pressure, and the residue was codistilled 4 times with methanol under reduced pressure and subsequently extracted by stirring with ether. 15.2 g of is 2-methoxy-3-picolyl chloride hydrochloride (81%) were obtained as a white crystalline salt.
Workup
- customthe solvent and excess thionyl chloride were removed under reduced pressure
- extractionsubsequently extracted
- stirringby stirring with ether
Sources & evidence
- ORD record
- ord-9940ffdcdbe34c05b56d73fd6bbd2c25
- Source dataset
- uspto-grants-2002_09
- Patent number
- US06455671B1
Reaction notes
Loading…