6-Methoxy-1-Indanone → HCID 11206130, compound

HRID 2098970Notes

Reaction equation

HRID 2098970 reaction equation
[B-](F)(F)(F)F.[B-](F)(F)(F)F.C1[N+]2(O)CC[N+]([F:20])(CC2)C1.[CH3:21][O:22][C:23]1[CH:31]=[C:30]2[C:26]([CH2:27][CH2:28][C:29]2=[O:32])=[CH:25][CH:24]=1>C(#N)C>[F:20][C:31]1[C:23]([O:22][CH3:21])=[CH:24][CH:25]=[C:26]2[C:30]=1[C:29](=[O:32])[CH2:28][CH2:27]2

Participants

4

Reactant 2

HCID 3340366-Methoxy-1-IndanoneHCID 27373291-Fluoro-4-hydroxy-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate)

Product 1

HCID 11206130HCID 11206130, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A solution of Accufluor™ fluorinating reagent (6.75 g, 9.00 mmol) and 6-methoxy-indan-1-one (500 mg, 3.00 mmol) in ACN (600 mL) was heated at 80° C. for six hours. The reaction was concentrated under reduced pressure, and the residue was purified by medium pressure chromatography (silica, 10 to 25% EtOAc:hexanes) to yield 38.1. 1H NMR (400 MHz, CDCl3) δ ppm 7.21-7.29 (m, 1H), 7.12-7.18 (m, 1H), 3.92 (s, 3H), 3.04-3.12 (m, 2H), 2.70-2.76 (m, 2H).

Workup

  1. concentrationThe reaction was concentrated under reduced pressure
  2. customthe residue was purified by medium pressure chromatography (silica, 10 to 25% EtOAc:hexanes)

Sources & evidence

ORD record
ord-07ea6c66a1934f3a9a6b0393d698cd71
Source dataset
uspto-grants-2013_05
Patent number
US08450522B2

Reaction notes

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