Selectfluor → HCID 9899948, compound

HRID 2119672Notes

Reaction equation

HRID 2119672 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[C:7](=[O:11])[CH:6]([S:12]([CH3:15])(=[O:14])=[O:13])[CH2:5]2.[B-](F)(F)(F)[F:17].[B-](F)(F)(F)F.C1[N+]2(CCl)CC[N+](F)(CC2)C1>O.C(#N)C>[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[C:7](=[O:11])[C:6]([F:17])([S:12]([CH3:15])(=[O:14])=[O:13])[CH2:5]2

Participants

5

Reactant 2

HCID 2724933SelectfluorHCID 99648205-Chloro-2-methylsulfonylindan-1-one

Product 1

HCID 9899948HCID 9899948, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6342AcetonitrileSolvent

Procedure

0.734 g (3 mmol) of 5-chloro-2-methanesulfonylindan-1-one and 1.77 g (5 mmol) of N-fluoro-N′-(chloromethyl)triethylenediamine bis(tetrafluoroborate) are suspended in a mixture of 2.5 ml of water and 7.5 ml of acetonitrile and stirred under reflux for 4 h. The reaction mixture is cooled, concentrated under reduced pressure and purified chromatographically on silica gel using the mobile phase dichloromethane. This gives 5-chloro-2-fluoro-2-methanesulfonylindan-1-one of melting point 150° C.

Workup

  1. temperatureunder reflux for 4 h
  2. temperatureThe reaction mixture is cooled
  3. concentrationconcentrated under reduced pressure
  4. custompurified chromatographically on silica gel using the mobile phase dichloromethane

Sources & evidence

ORD record
ord-2b82a3ae9f8c46a589878175fa003961
Source dataset
uspto-grants-2004_02
Patent number
US06686397B2

Reaction notes

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