Salicylamide → 2-Propoxybenzamide
Reaction equation
[C:1]([NH2:10])(=[O:9])[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[OH:4].C[O-].[Na+].I[CH2:15][CH2:16][CH3:17]>C(O)C>[CH2:15]([O:4][C:3]1[CH:5]=[CH:6][CH:7]=[CH:8][C:2]=1[C:1]([NH2:10])=[O:9])[CH2:16][CH3:17]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
A 130 gm portion of salicylamide in 500 ml. of ethanol is reacted with 52.4 gm. of sodium methoxide and 164.9 gm. of 1-iodopropane by heating at reflux. The mixture is cooled, precipitated in 1500 ml. of water and the solid is recrystallized from hot ethanol giving o-propoxybenzamide.
Workup
- temperatureat reflux
- temperatureThe mixture is cooled
- customprecipitated in 1500 ml
- customof water and the solid is recrystallized from hot ethanol
Sources & evidence
- ORD record
- ord-1c15088dbfb145e3b4a7f93c176ad759
- Source dataset
- uspto-grants-1978_11
- Patent number
- US04124766
Reaction notes
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