m-Chloroperbenzoic acid → Formic Acid 4-fluoro-3,5-dimethyl-phenyl ester
Reaction equation
[F:1][C:2]1[C:9]([CH3:10])=[CH:8][C:5](C=O)=[CH:4][C:3]=1[CH3:11].C1C=C(Cl)C=C([C:19]([O:21]O)=[O:20])C=1>C(Cl)Cl>[F:1][C:2]1[C:3]([CH3:11])=[CH:4][C:5]([O:21][CH:19]=[O:20])=[CH:8][C:9]=1[CH3:10]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 25 °C
Procedure
To a solution of 4-fluoro-3,5-dimethyl-benzaldehyde (1.0 g, 6.4 mmol) in 20 mL DCM was added mCPBA (1.2 g, 7.6 mmol) at 25° C. After being stirred for 20 h at 25° C., the reaction was quenched by the addition of 40 mL of 5% aqueous potassium carbonate. The mixture was extracted DCM (3×30 mL) and the combined DCM layer was washed with brine (2×30 mL). The solution was dried over Na2SO4 before being concentrated under reduced pressure. The crude product was used directly in the next reaction without further purification.
Workup
- customthe reaction was quenched by the addition of 40 mL of 5% aqueous potassium carbonate
- extractionThe mixture was extracted DCM (3×30 mL)
- washthe combined DCM layer was washed with brine (2×30 mL)
- dry with materialThe solution was dried over Na2SO4
- concentrationbefore being concentrated under reduced pressure
- customThe crude product was used directly in the next reaction without further purification
Sources & evidence
- ORD record
- ord-e3a4f3bddc1644fea1604bc7bf43a7f1
- Source dataset
- uspto-grants-2011_02
- Patent number
- US07879911B2
Reaction notes
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