Acetone → HCID 68962473, compound

HRID 270134Notes

Reaction equation

HRID 270134 reaction equation
[Cl:1][C:2]1[C:3]([OH:18])=[CH:4][C:5]([OH:17])=[C:6]([NH:8][C:9](=[O:16])[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH:7]=1.CC(C)=O.[C:23](Cl)(=[O:30])[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1>>[C:23]([O:18][C:3]1[CH:4]=[C:5]([OH:17])[C:6]([NH:8][C:9](=[O:16])[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[CH:7][C:2]=1[Cl:1])(=[O:30])[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1

Participants

4

Reactant 3

HCID 180AcetoneHCID 7412Benzoyl chlorideHCID 68958602HCID 68958602, compound

Product 1

HCID 68962473HCID 68962473, compoundYield 42%

Procedure

To crude N-(5-chloro-2,4-dihydroxyphenyl)benzamide (1 mmol) in acetone (10 mL) potassium carbonate (280 mg, 2 mmol) and benzoylchloride (140 mg, 1 mmol) was added. The mixture was stirred at ambient tempearature over night. The solvent was removed in vacuo and the residue purified by flash chromatography on silica using DCM and methanol in gradient. The pure compound was obtained as a white solid (153 mg, 42%).

Workup

  1. customThe solvent was removed in vacuo
  2. customthe residue purified by flash chromatography on silica

Sources & evidence

ORD record
ord-5198bda8ddc54fa8a90229644b11982e
Source dataset
uspto-grants-2008_11
Patent number
US07449475B2

Reaction notes

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