Benzamide → Hippuric Acid
Reaction equation
[C:1]([NH2:9])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[K+].Br[CH2:13][C:14]([O-:16])=[O:15].[Na+]>CN(C)C=O>[C:14]([OH:16])(=[O:15])[CH2:13][NH:9][C:1]([C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)=[O:8]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
To 150 ml of N,N-dimethylformamide, were added 24 g of benzamide, 14 g of potassium hydroxide and 40 g of sodium bromoacetate. They were reacted at 60° C. for 4 hours with stirring. After the reaction, the reaction solution was treated in the same manner as in Example 65. The resulting distillation residue was recrystallized from distilled water, thereby obtaining 34 g of hippuric acid having a melting point of 187° C.(yield: 69%).
Workup
- customThey were reacted at 60° C. for 4 hours
- customAfter the reaction
- additionthe reaction solution was treated in the same manner as in Example 65
- distillationThe resulting distillation residue
- customwas recrystallized
- distillationfrom distilled water
Sources & evidence
- ORD record
- ord-578c605a401849b6b0a46b9b99b9abd6
- Source dataset
- uspto-grants-1989_05
- Patent number
- US04835312
Reaction notes
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