5-Chlorosalicylic Acid → 5-Chloro-2-hydroxybenzoyl chloride
Reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([OH:11])=[C:6]([CH:10]=1)[C:7](O)=[O:8].S(Cl)([Cl:14])=O>CCCCCCC>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([OH:11])=[C:6]([CH:10]=1)[C:7]([Cl:14])=[O:8]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 60 °C
Procedure
A solution of 5-chloro-2-hydroxy-benzoic acid (20.0 g, 116 mmol) in heptane (232 mL, 0.5 M) was treated with thionyl chloride (25.4 mL, 348 mmol) and heated to 60° C. for 6 h. After cooling to room temperature, the solution was concentrated under reduced pressure to give 5-chloro-2-hydroxy-benzoyl chloride as a thick yellow oil (22 g) which was used without further purification.
Workup
- temperatureAfter cooling to room temperature
- concentrationthe solution was concentrated under reduced pressure
Sources & evidence
- ORD record
- ord-a2eab2155d4c4b518cbf2bcd1b497a70
- Source dataset
- uspto-grants-2007_03
- Patent number
- US07189749B2
Reaction notes
Loading…