Ammonium Chloride → HCID 66650288, compound

HRID 884707Notes

Reaction equation

HRID 884707 reaction equation
C(C1C=CC=CC=1N[C:11](=[O:20])[C:12]1[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=1)(=O)C.[CH3:21][C:22](C)([O-:24])[CH3:23].[K+].[NH4+:27].[Cl-]>C(O)(C)(C)C>[NH2:27][C:16]1[CH:17]=[CH:12][CH:13]=[CH:14][C:21]=1[C:22](=[O:24])[CH2:23][C:11]([C:12]1[CH:13]=[CH:14][C:15]([O:18][CH3:19])=[CH:16][CH:17]=1)=[O:20]

Participants

5

Reactant 3

HCID 25517Ammonium ChlorideHCID 3509429HCID 3509429, compoundHCID 23665647Potassium tert-butoxide

Product 1

HCID 66650288HCID 66650288, compoundYield 49%

Reagents, catalysts & solvents 1

HCID 6386tert-ButanolSolvent

Conditions

Temperature
70 °C

Procedure

To a suspension of N-(2-acetylphenyl)-4-methoxybenzamide (0.865 g, 3.2 mmol) in t-butanol (12 mL), was added potassium t-butoxide (1.57 g, 12.8 mmol). The reaction mixture was heated at 70° C. for 24 h under N2, The mixture was cooled to rt and poured into 30 mL of saturated NH4Cl. The solids were collected and purified by column chromatography using 10% MeOH in DCM to give 398 mg of 1-(2-amino-phenyl)-3-(4-methoxy-phenyl)-propane-1,3-dione (49%).

Workup

  1. temperatureThe mixture was cooled to rt
  2. customThe solids were collected
  3. custompurified by column chromatography

Sources & evidence

ORD record
ord-d5f3ca36f6cf47728a1b00836a3ce084
Source dataset
uspto-grants-2012_08
Patent number
US08242130B2

Reaction notes

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