Thionyl Chloride → (4-Fluorophenoxy)acetyl chloride
Reaction equation
[F:1][C:2]1[CH:12]=[CH:11][C:5]([O:6][CH2:7][C:8](O)=[O:9])=[CH:4][CH:3]=1.S(Cl)([Cl:15])=O>C1(C)C=CC=CC=1>[F:1][C:2]1[CH:12]=[CH:11][C:5]([O:6][CH2:7][C:8]([Cl:15])=[O:9])=[CH:4][CH:3]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
Into a 100 ml round bottom flask equipped with a magnetic stirrer, reflux condenser equipped with a connector to a 50% sodium hydroxide trap, 6.81 g (0.040 mole) para-fluorophenoxyacetic acid (the product of Example 2), 2.96 ml (0.044 mole) thionyl chloride, and about 40 ml toluene. The reaction mixture was stirred at reflux for two hours, allowed to cool to room temperature, and then concentrated to give 7.2 g of the product, a brwon liquid.
Workup
- customInto a 100 ml round bottom flask equipped with a magnetic stirrer
- temperaturereflux condenser
- customequipped with a connector to a 50% sodium hydroxide trap
- temperatureat reflux for two hours
- concentrationconcentrated
Sources & evidence
- ORD record
- ord-8c2280aef46a4fe7ab60c4afd38eef12
- Source dataset
- uspto-grants-1984_10
- Patent number
- US04479900
Reaction notes
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