Ammonium Hydroxide → HCID 21704178, compound

HRID 1595201Notes

Reaction equation

HRID 1595201 reaction equation
[C:1]([O:9][CH:10]([C:20]1[CH:25]=[CH:24][N:23]=[CH:22][CH:21]=1)[C:11]([C:13]1[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=1)=O)(=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C([O-])(=O)C.[NH4+:30].[NH4+].[OH-]>C(O)(=O)C>[F:19][C:16]1[CH:17]=[CH:18][C:13]([C:11]2[N:30]=[C:1]([C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)[O:9][C:10]=2[C:20]2[CH:25]=[CH:24][N:23]=[CH:22][CH:21]=2)=[CH:14][CH:15]=1

Participants

5

Reactant 3

HCID 14923Ammonium HydroxideHCID 517165Ammonium AcetateHCID 13812200HCID 13812200, compound

Product 1

HCID 21704178HCID 21704178, compoundYield 7.3%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A solution of 2-benzoyloxy-1-(4-fluorophenyl)-2-(4-pyridyl)ethanone (0.131 g, 0.391 mmol) and ammonium acetate (0.28 g, 3.63 mmol) in glacial acetic acid (3 mL) was heated at reflux for 1.5 h. After cooling, the mixture was neutralized with conc. NH4OH and the solvent was removed in vacuo to give a yellow oil. Purification by flash chromatography (15-25% EtOAc/Hex) afforded the title compound as a white solid (9.0 mg): ESMS (m/z): 317 (M++H).

Workup

  1. temperatureat reflux for 1.5 h
  2. temperatureAfter cooling
  3. customthe solvent was removed in vacuo
  4. customto give a yellow oil
  5. customPurification by flash chromatography (15-25% EtOAc/Hex)

Sources & evidence

ORD record
ord-456a32a829214a508fa20269dcde87dc
Source dataset
uspto-grants-2001_09
Patent number
US06288062B1

Reaction notes

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