Dichloromethane → HCID 21715610, compound
Reaction equation
ClCCl.[OH:4][CH:5]1[CH2:10][CH2:9][CH2:8][CH2:7][CH:6]1[NH:11][C:12](=[O:27])[C:13]1[C:18]([O:19][CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)=[CH:17][CH:16]=[CH:15][N:14]=1.[OH-].[Na+]>C(OCC)C>[O:4]=[C:5]1[CH2:10][CH2:9][CH2:8][CH2:7][CH:6]1[NH:11][C:12](=[O:27])[C:13]1[C:18]([O:19][CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)=[CH:17][CH:16]=[CH:15][N:14]=1Participants
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
To 20 ml dichloromethane solution of 3.4 g 1,1,1-tris(acetoxy)-1,1-dihydro-1,2-benziodoxole-3(1H)-one, was added 20 ml dichloromethane solution of 1.3 g N-(2-hydroxycyclohexyl)-3-benzyloxypicolinic amide at room temperature. After stirring the solution for 2 hours, the solution reacted was poured into 80 ml diethyl ether, and 2N-aqueous solution of sodium hydroxide and ice were added to the resulting solution. The organic layer obtained was washed with aqueous solution of sodium hydrogencarbonate, water and saturated saline solution in turn and was then dried by using anhydrous magnesium sulfate. The solvent used was removed by distillation under reduced pressure, affording oily substance, N-(2-oxocyclohexyl)-3-benzyloxypicolinic amide in an amount of 1.18 g.
Workup
- customthe solution reacted
- additionwere added to the resulting solution
- customThe organic layer obtained
- washwas washed with aqueous solution of sodium hydrogencarbonate, water and saturated saline solution in turn
- customwas then dried
- customThe solvent used was removed by distillation under reduced pressure
Sources & evidence
- ORD record
- ord-51a565bd075249588ccb1ef79c4d78bc
- Source dataset
- uspto-grants-2001_07
- Patent number
- US06268310B1
Reaction notes
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