Methanol → N-(4-benzoylphenyl)acetamide

HRID 1938651Notes

Reaction equation

HRID 1938651 reaction equation
[NH2:1][C:2]1[CH:15]=[CH:14][C:5]([C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[O:7])=[CH:4][CH:3]=1.C(N(CC)CC)C.[C:23](OC(=O)C)(=[O:25])[CH3:24].CO>ClCCl.O>[C:23]([NH:1][C:2]1[CH:3]=[CH:4][C:5]([C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[O:7])=[CH:14][CH:15]=1)(=[O:25])[CH3:24]

Participants

7

Reactant 4

HCID 887MethanolHCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 143464-Aminobenzophenone

Product 1

HCID 228532N-(4-benzoylphenyl)acetamide

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6344DichloromethaneSolvent

Procedure

Combine 4-aminobenzophenone (500 g, 2.54 mol) and triethylamine (307 g,3.03 mol) in dichloromethane (2.54 L). Add acetic anhydride (313.9 g, 3.07 mol). After 18 hours, add methanol (100 mL) and evaporate in vacuo to give a residue. Combine the residue and water (8 L) and stir to give a solid. Collect the solid by filtration, rinse repeatedly with water, and dry to give the title compound.

Workup

  1. customevaporate in vacuo
  2. customto give a residue
  3. customto give a solid
  4. customCollect the solid
  5. filtrationby filtration
  6. washrinse repeatedly with water
  7. customdry

Sources & evidence

ORD record
ord-f6942d4b98e241ecb82e12785f19b6ae
Source dataset
uspto-grants-1997_12
Patent number
US05693674

Reaction notes

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