Methanol → HCID 10464708, compound

HRID 1452114Notes

Reaction equation

HRID 1452114 reaction equation
[CH3:1][C:2]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)=[CH2:3].CO.F[B-](F)(F)F.F[B-](F)(F)F.O[N+]12CC[N+]([F:31])(CC1)CC2.CC[O:34][CH2:35]C>C(#N)C>[F:31][CH2:3][C:2]([O:34][CH3:35])([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)[CH3:1]

Participants

6

Reactant 4

HCID 887MethanolHCID 3283Diethyl EtherHCID 7407Alpha-MethylstyreneHCID 27373291-Fluoro-4-hydroxy-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate)

Product 1

HCID 10464708HCID 10464708, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a solution of alpha-methylstyrene (0.13 mL, 1 mmole)and methanol (0.05 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 130 mg (85% yield) of 1-fluoro-2-methoxy-2-phenylpropane.

Workup

  1. filtrationfiltered through anhydrous MgSO4
  2. customevaporated

Sources & evidence

ORD record
ord-926391074d1d4b9b8fd64dadaa83f39e
Source dataset
uspto-grants-1997_02
Patent number
US05606084

Reaction notes

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