Tetrabutylammonium Fluoride Trihydrate → HCID 53928541, compound

HRID 1491722Notes

Reaction equation

HRID 1491722 reaction equation
O.O.O.[F-].C([N+](CCCC)(CCCC)CCCC)CCC.[F:22][C:23]1[CH:28]=[C:27]([F:29])[CH:26]=[CH:25][C:24]=1[C@:30]([O:44][Si](C)(C)C)([C@H:37]([N:39]1[CH:43]=[N:42][N:41]=[CH:40]1)[CH3:38])[CH2:31][N:32]1[CH:36]=[N:35][CH:34]=[N:33]1>O1CCCC1>[F:22][C:23]1[CH:28]=[C:27]([F:29])[CH:26]=[CH:25][C:24]=1[C@:30]([OH:44])([C@H:37]([N:39]1[CH:40]=[N:41][N:42]=[CH:43]1)[CH3:38])[CH2:31][N:32]1[CH:36]=[N:35][CH:34]=[N:33]1

Participants

4

Reactant 2

HCID 11726816Tetrabutylammonium Fluoride TrihydrateHCID 53762915HCID 53762915, compound

Product 1

HCID 53928541HCID 53928541, compoundYield 101.3%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Tetrabutylammonium fluoride trihydrate (663 mg) was added to a solution of (2R,3R)-2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)-3-(4H-1,2,4-triazol-4-yl)-2-trimethylsilyloxybutane (750 mg) in tetrahydrofuran (50 ml). The mixture was stirred for 30 minutes at room temperature, and concentrated under reduced pressure. The residue was purified by silica gel chromatography (eluent: ethyl acetate/hexane=2:1→ethyl acetate→ethyl acetate/methanol=10:1) to give Compound 20 (620 mg) as a white powder.

Workup

  1. concentrationconcentrated under reduced pressure
  2. customThe residue was purified by silica gel chromatography (eluent: ethyl acetate/hexane=2:1→ethyl acetate→ethyl acetate/methanol=10:1)

Sources & evidence

ORD record
ord-e9e21978a3274592af362535f8df1a4a
Source dataset
uspto-grants-1994_12
Patent number
US05371100

Reaction notes

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