Sodium periodate → HCID 86659062, compound

HRID 2407818Notes

Reaction equation

HRID 2407818 reaction equation
[CH2:1]([O:3][C:4]1[N:9]=[C:8](/[CH:10]=C/N(C)C)[C:7]([N+:15]([O-:17])=[O:16])=[CH:6][CH:5]=1)[CH3:2].I([O-])(=O)(=O)=[O:19].[Na+]>O1CCCC1.O>[CH2:1]([O:3][C:4]1[N:9]=[C:8]([CH:10]=[O:19])[C:7]([N+:15]([O-:17])=[O:16])=[CH:6][CH:5]=1)[CH3:2]

Participants

5

Reactant 2

HCID 23667635Sodium periodateHCID 58503933HCID 58503933, compound

Product 1

HCID 86659062HCID 86659062, compoundYield 88%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a stirred solution of the compound prepared in Example 422 (2.2 g) in tetrahydrofuran (40 mL) was added sodium periodate (5.95 g) in water (40 mL). The mixture was stirred at room temperature overnight. The suspended inorganic solids were filtered out, washed with tetrahydrofuran and the filtrate evaporated in vacuo. The residue was taken in small amount of water and extracted with chloroform, dried, evaporated in vacuo to a brown oil and further dried under high vacuum to afford the title compound (1.6 g) with the following physical data.

Workup

  1. filtrationThe suspended inorganic solids were filtered out
  2. washwashed with tetrahydrofuran
  3. customthe filtrate evaporated in vacuo
  4. extractionextracted with chloroform
  5. customdried
  6. customevaporated in vacuo to a brown oil
  7. customfurther dried under high vacuum

Sources & evidence

ORD record
ord-6493b08f4efd4608a6494e1f82f7a434
Source dataset
uspto-grants-2014_08
Patent number
US08809538B2

Reaction notes

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