Tetrafluoroboric acid → HCID 82973350, compound
Reaction equation
[F:1][CH:2]([F:11])[O:3][C:4]1[CH:10]=[CH:9][C:7]([NH2:8])=[CH:6][CH:5]=1.[F:12][B-:13]([F:16])([F:15])[F:14].[H+].[N:18]([O-])=O.[Na+]>O>[F:12][B-:13]([F:16])([F:15])[F:14].[F:1][CH:2]([F:11])[O:3][C:4]1[CH:10]=[CH:9][C:7]([N+:8]#[N:18])=[CH:6][CH:5]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
4-(Difluoromethoxy)aniline (796 mg, 5 mmol) was dissolved in tetrafluoroboric acid (2.38 g, 1.7 ml, 13.0 mmol) and water (2 ml). After cooling to 0° C., a solution of sodium nitrite (345 mg, 5.0 mmol) in water (0.75 ml) was slowly added. The mixture was stirred for 30 min and the thick precipitate was collected by filtration and washed with diethylether (about 3 ml). The light red solid was dissolved in 1.5 ml of acetone and 5 ml of diethylether was added. After stirring for 15 min with cooling, the white solid was filtered, washed with diethylether and dried at HV for 15 min to yield 4-difluoromethoxy-benzenediazonium tetrafluoroborate.
Workup
- filtrationthe thick precipitate was collected by filtration
- washwashed with diethylether (about 3 ml)
- dissolutionThe light red solid was dissolved in 1.5 ml of acetone
- addition5 ml of diethylether was added
- stirringAfter stirring for 15 min
- temperaturewith cooling
- filtrationthe white solid was filtered
- washwashed with diethylether
- customdried at HV for 15 min
Sources & evidence
- ORD record
- ord-c60b9b706274457493bfd186bc9d54ad
- Source dataset
- uspto-grants-2015_07
- Patent number
- US09073911B2
Reaction notes
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