Dichloromethane → HCID 21715610, compound

HRID 1738382Notes

Reaction equation

HRID 1738382 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]=1

Participants

5

Reactant 3

HCID 6344Dichloromethane2×HCID 14798Sodium HydroxideHCID 21715622HCID 21715622, compound

Product 1

HCID 21715610HCID 21715610, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

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 diehtyl 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

  1. customthe solution reacted
  2. additionwere added to the resulting solution
  3. customThe organic layer obtained
  4. washwas washed with aqueous solution of sodium hydrogencarbonate, water and saturated saline solution in turn
  5. customwas then dried
  6. customThe solvent used was removed by distillation under reduced pressure

Sources & evidence

ORD record
ord-af495eea386f4f858bf82bfdba5ac69d
Source dataset
uspto-grants-1999_10
Patent number
US05962685

Reaction notes

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