Nitric Acid → Ethyl 2,4-difluoro-5-nitrobenzoate
Reaction equation
[CH2:1]([O:3][C:4](=[O:13])[C:5]1[CH:10]=[CH:9][C:8]([F:11])=[CH:7][C:6]=1[F:12])[CH3:2].S(=O)(=O)(O)O.[N+:19]([O-])([OH:21])=[O:20]>>[CH2:1]([O:3][C:4](=[O:13])[C:5]1[CH:10]=[C:9]([N+:19]([O-:21])=[O:20])[C:8]([F:11])=[CH:7][C:6]=1[F:12])[CH3:2]Participants
4
Conditions
- Temperature
- 0 °C
Procedure
2,4-Difluorobenzoic acid ethyl ester (5.33 g) was cooled to 0° C. and treated with concentrated sulfuric acid (3.5 mL) and then fuming nitric acid (3.5 mL). The mixture was stirred for 2 hours at 0° C. and then partitioned between dichloromethane (2×50 mL) and water (25 mL). The organic phase was back extracted with water (25 mL) and then dried over magnesium sulfate and concentrated in vacuo. This provided the desired compound as a white solid (5.00 g) which was used without further purification.
Workup
- custompartitioned between dichloromethane (2×50 mL) and water (25 mL)
- extractionThe organic phase was back extracted with water (25 mL)
- dry with materialdried over magnesium sulfate
- concentrationconcentrated in vacuo
Sources & evidence
- ORD record
- ord-eb712afba3c4462db14c264a9c18eb20
- Source dataset
- uspto-grants-2006_11
- Patent number
- US07141564B2
Reaction notes
Loading…