Water → 1-Fluoro-2-hydroxy-2-phenylpropane
Reaction equation
[CH3:1][C:2]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)=[CH2:3].[OH2:10].[F:11][B-](F)(F)F.F[B-](F)(F)F.O[N+]12CC[N+](F)(CC1)CC2>C(#N)C.CCOCC>[F:11][CH2:3][C:2]([OH:10])([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)[CH3:1]Participants
6
Procedure
To a solution of alpha-methylstyrene (0.13 mL, 1 mmole) and water (0.02 mL, 1.1 mmole) in acetonitrile (10 mL) was added 1-hydroxyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate) (330 mg, 1.02 mmole 1.02 equ.) and the reaction stirred at room temperature for 24 h. The mixture was diluted with ether (2 mL), filtered through anhydrous MgSO4, and evaporated to afford 110 mg (71% yield) of 1-fluoro-2-hydroxy-2-phenylpropane.
Workup
- filtrationfiltered through anhydrous MgSO4
- customevaporated
Sources & evidence
- ORD record
- ord-5a096c5e7222445696797b4e7654e129
- Source dataset
- uspto-grants-1995_10
- Patent number
- US05459267
Reaction notes
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