Tetrahydrofuran → HCID 44156297, compound

HRID 2244463Notes

Reaction equation

HRID 2244463 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([N:10]2[CH:14]=[C:13]([Si](C)(C)C)[N:12]=[N:11]2)[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2].C1COCC1>C(OCC)(=O)C>[N+:1]([C:4]1[CH:5]=[C:6]([N:10]2[CH:14]=[CH:13][N:12]=[N:11]2)[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2]

Participants

4

Reactant 2

HCID 8028TetrahydrofuranHCID 684073741-(3-Nitro-phenyl)-4-trimethylsilanyl-1H-[1,2,3]triazole

Product 1

HCID 44156297HCID 44156297, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

1-(3-Nitro-phenyl)-4-trimethylsilanyl-1H-[1,2,3]triazole (16.7 g, 64 mmol) tetrabutylammonium fluoride in THF (1M, 100 ml, 100 mmol) were stirred at room temperature for 24 h. The reaction mixture was diluted with ethyl acetate and washed with water and brine. The organic layer was dried with magnesium sulfate, filtered and evaporated. The crude product was purified by chromatography on silica gel (hexane/ethyl acetate 1:1) and the desired product was obtained as a brown solid (9.96 g, 82%), mp 80-83° C.

Workup

  1. washwashed with water and brine
  2. dry with materialThe organic layer was dried with magnesium sulfate
  3. filtrationfiltered
  4. customevaporated
  5. customThe crude product was purified by chromatography on silica gel (hexane/ethyl acetate 1:1)

Sources & evidence

ORD record
ord-caf0695b9ce4428eada68a063e578432
Source dataset
uspto-grants-2010_03
Patent number
US07678815B2

Reaction notes

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