Tetrabutylammonium Fluoride → HCID 69832412, compound

HRID 1935755Notes

Reaction equation

HRID 1935755 reaction equation
[F-].C([N+](CCCC)(CCCC)CCCC)CCC.[CH3:19][N:20]([CH3:52])[S:21]([N:24]1[C:28]([C:29]2([OH:44])[C:37]3[C:32](=[CH:33][CH:34]=[CH:35][CH:36]=3)[CH:31]([C:38]3[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=3)[CH2:30]2)=[CH:27][N:26]=[C:25]1[Si](C(C)(C)C)(C)C)(=[O:23])=[O:22]>O1CCCC1>[CH3:19][N:20]([CH3:52])[S:21]([N:24]1[C:28]([C:29]2([OH:44])[C:37]3[C:32](=[CH:33][CH:34]=[CH:35][CH:36]=3)[CH:31]([C:38]3[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=3)[CH2:30]2)=[CH:27][N:26]=[CH:25]1)(=[O:22])=[O:23]

Participants

4

Reactant 2

HCID 2724141Tetrabutylammonium FluorideHCID 69832482HCID 69832482, compound

Product 1

HCID 69832412HCID 69832412, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A 1.1 M solution of tetrabutylammonium fluoride in tetrahydrofuran (1.4 ml, 1.54 mmol) was added dropwise to the solution of 2-(tert-butyidimethylsilanyl)-5-(2,3-dihydro-1-hydroxy-3-phenyl-1H-inden-1-yl)-1H-imidazole-1-sulfonic acid dimethylamide (637 mg, 1.28 mmol) in tetrahydrofuran (13 ml). The reaction was stirred overnight at room temperature. The reaction was quenched with water and then extracted with ethyl acetate. The organic layer was washed with water and brine. The organic phase was dried and the solvent removed under reduced pressure. The product was recrystallized in ethyl acetate.

Workup

  1. customThe reaction was quenched with water
  2. extractionextracted with ethyl acetate
  3. washThe organic layer was washed with water and brine
  4. customThe organic phase was dried
  5. customthe solvent removed under reduced pressure
  6. customThe product was recrystallized in ethyl acetate

Sources & evidence

ORD record
ord-61144fed656949b783d52503aee9a93f
Source dataset
uspto-grants-2002_05
Patent number
US06388090B2

Reaction notes

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