Tetrabutylammonium Fluoride → HCID 57558490, compound

HRID 2382533Notes

Reaction equation

HRID 2382533 reaction equation
[C:1]([C:5]1[CH:35]=[CH:34][C:8]([CH2:9][S:10][C:11]2[O:12][C:13]3[C:18]([C:19](=[O:33])[C:20]=2[CH2:21]OS(C2C=CC(C)=CC=2)(=O)=O)=[CH:17][CH:16]=[CH:15][CH:14]=3)=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[F-:36].C([N+](CCCC)(CCCC)CCCC)CCC>>[C:1]([C:5]1[CH:35]=[CH:34][C:8]([CH2:9][S:10][C:11]2[O:12][C:13]3[C:18]([C:19](=[O:33])[C:20]=2[CH2:21][F:36])=[CH:17][CH:16]=[CH:15][CH:14]=3)=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 2724141Tetrabutylammonium FluorideHCID 57558451HCID 57558451, compound

Product 1

HCID 57558490HCID 57558490, compound

Procedure

2-(4-Tert-butylbenzyl)thio-3-tosyloxymethyl chromen-4-one (3 g, 5.9 mmol) is introduced into a 15 mL round bottom flask and tetrabutylammonium fluoride solution (5.9 mmol; 1M in THF) is added to it. The solution is heated to reflux for 3 hours after which all volatiles are removed and the residue obtained is purified by silica gel flash chromatography (ethyl acetate:hexanes).

Workup

  1. temperatureThe solution is heated
  2. temperatureto reflux for 3 hours after which all volatiles
  3. customare removed
  4. customthe residue obtained
  5. customis purified by silica gel flash chromatography (ethyl acetate:hexanes)

Sources & evidence

ORD record
ord-b3588027076f426ab1e13cfadeb985c7
Source dataset
uspto-grants-2012_09
Patent number
US08263042B2

Reaction notes

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