Pyridine → alpha-(2-Methoxymethylphenyl)-beta-methylacrylic chloride
Reaction equation
S(Cl)([Cl:3])=O.[CH3:5][O:6][CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[C:14](=[CH:18][CH3:19])[C:15](O)=[O:16].N1C=CC=CC=1>CCOCC>[CH3:5][O:6][CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[C:14](=[CH:18][CH3:19])[C:15]([Cl:3])=[O:16]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 20 °C
Procedure
At 0° to 5° C., 3.7 g of thionyl chloride was dripped into 4.9 g (24 mmol) of α-(2-methoxymethylphenyl)-β-methylacrylic acid and 2.5 g of pyridine in 40 ml of ether. The mixture was stirred or 3 hours at about 20° C. After filtration, the residue was washed with diethyl ether. The filtrate was combined with the ether phase. After removal of the solvent, there was obtained 5.2 g (96.5%) of the title compound as a colorless oil. The crude product can be used for further reactions without any additional purification.
Workup
- customAt 0° to 5° C.
- filtrationAfter filtration
- washthe residue was washed with diethyl ether
- customAfter removal of the solvent
Sources & evidence
- ORD record
- ord-34d9bac372bc4f72b15a45663979544c
- Source dataset
- uspto-grants-1994_03
- Patent number
- US05298527
Reaction notes
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