Tetrahydrofuran → HCID 21989976, compound

HRID 2067089Notes

Reaction equation

HRID 2067089 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[OH:9].[O:10]1CCC[CH2:11]1>>[F:8][C:4]1[C:3]2[O:9][C:11](=[O:10])[NH:1][C:2]=2[CH:7]=[CH:6][CH:5]=1

Participants

3

Reactant 2

HCID 8028TetrahydrofuranHCID 6435622-Amino-6-fluorophenol

Product 1

HCID 21989976HCID 21989976, compound

Procedure

In a three neck flask, fitted with a magnetic stirrer, under inert atmosphere, 1,1-carbonyldiimidazole (15.6 g, 96 mmol) is added to a solution of 2-amino-6-fluorophenol 1 (4 g, 32 mmol) in 100 ml of anhydrous tetrahydrofuran at room temperature. The solution is refluxed for 1 h, cooled down to room temperature and concentrated in vacuo. The crude reaction mixture is purified by chromatography on silicagel (n-hexane/AcOEt:1/1 (v/v)) to afford 7-fluoro-1,3-benzoxazol-2(3H)-one 2.

Workup

  1. temperatureThe solution is refluxed for 1 h
  2. concentrationconcentrated in vacuo
  3. customThe crude reaction mixture
  4. customis purified by chromatography on silicagel (n-hexane/AcOEt:1/1 (v/v))

Sources & evidence

ORD record
ord-28a46127a9ea475185c9b8227f5649ed
Source dataset
uspto-grants-2012_10
Patent number
US08293775B2

Reaction notes

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