N-Iodosuccinimide → HCID 89497916, compound

HRID 1430263Notes

Reaction equation

HRID 1430263 reaction equation
[CH2:1]([N:8]1[C:12]([CH3:13])=[CH:11][CH:10]=[C:9]1[C:14]([O:16][CH2:17][CH3:18])=[O:15])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[I:19]N1C(=O)CCC1=O>CC(C)=O.C(OCC)(=O)C>[CH2:1]([N:8]1[C:12]([CH3:13])=[C:11]([I:19])[CH:10]=[C:9]1[C:14]([O:16][CH2:17][CH3:18])=[O:15])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 120273N-IodosuccinimideHCID 10728935HCID 10728935, compound

Product 1

HCID 89497916HCID 89497916, compound

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of EXAMPLE 123A (564 mg) in acetone (8 mL) at 0° C. was added N-iodosuccinimide (600 mg). The mixture was stirred at room temperature overnight, and diluted with ethyl acetate and washed with water. The organic layer was concentrated and the residue was purified by flash chromatography, and eluted with 50% dichloromethane in hexane to provide the title compound.

Workup

  1. washwashed with water
  2. concentrationThe organic layer was concentrated
  3. customthe residue was purified by flash chromatography
  4. washeluted with 50% dichloromethane in hexane

Sources & evidence

ORD record
ord-4d35314b2bd94bd596378f0fb9c836dd
Source dataset
uspto-grants-2015_01
Patent number
US08940737B2

Reaction notes

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