Hydrochloric Acid → 3-Chloro-4-hydroxybenzamide
Reaction equation
C(=O)(OC(C)(C)C)[O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]([NH2:11])=[O:10])=[CH:5][C:4]=1[Cl:12].Cl>O1CCOCC1>[Cl:12][C:4]1[CH:5]=[C:6]([CH:7]=[CH:8][C:3]=1[OH:2])[C:9]([NH2:11])=[O:10]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of 4-(aminocarbonyl)-2-chlorophenyl 1,1-dimethylethyl carbonate (6.86 g, 0.025 mol) and 4N HCl in dioxane (50 mL) in dioxane (30 mL) was heated at reflux for 4 hr. The reaction mixture was cooled, and precipitated solid was collected by filtration affording 3-chloro-4-hydroxybenzamide as a white solid, used without further purification. LC/MS (method E) tR 0.88 min; m/z 172 (M+H).
Workup
- temperaturewas heated
- temperatureat reflux for 4 hr
- temperatureThe reaction mixture was cooled
- customprecipitated solid
- filtrationwas collected by filtration
Sources & evidence
- ORD record
- ord-c74f1cf6b8434063a54c1d8113030b1e
- Source dataset
- uspto-grants-2014_09
- Patent number
- US08822518B2
Reaction notes
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