Sodium Thiosulfate → HCID 56945259, compound

HRID 561509Notes

Reaction equation

HRID 561509 reaction equation
[F:1][C:2]([F:14])([F:13])[C:3]1[CH:8]=[CH:7][C:6]([CH:9]([OH:12])[CH:10]=[CH2:11])=[CH:5][CH:4]=1.CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C1=CC=CC=2)=O.C(=O)(O)[O-].[Na+].S([O-])([O-])(=O)=S.[Na+].[Na+]>ClCCl>[F:1][C:2]([F:13])([F:14])[C:3]1[CH:4]=[CH:5][C:6]([C:9](=[O:12])[CH:10]=[CH2:11])=[CH:7][CH:8]=1

Participants

6

Reactant 4

HCID 24477Sodium ThiosulfateHCID 159087TriacetoxyperiodinaneHCID 516892Sodium BicarbonateHCID 53235736HCID 53235736, compound

Product 1

HCID 56945259HCID 56945259, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of 18.0 g (89.0 mmol) of the compound from Example 184A in 360 ml of dichloromethane was added dropwise to a solution of 45.3 g (107 mmol) of 1,1,1-triacetoxy-1,1-dihydro-1,2-benziodoxol-3(1H)-one in 360 ml of dichloromethane at RT. After stirring at RT for 1 h, the reaction mixture was added to a mixture of saturated aqueous sodium bicarbonate solution and sodium thiosulfate and extracted three times with dichloromethane. The organic phase was dried, filtered and concentrated. 17.5 g (98% of theory) of the title compound were obtained.

Workup

  1. extractionextracted three times with dichloromethane
  2. customThe organic phase was dried
  3. filtrationfiltered
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-d0c637851b8442b8b6c46c2d30a01702
Source dataset
uspto-grants-2011_11
Patent number
US08063234B2

Reaction notes

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