Triacetoxyperiodinane → HCID 70968164, compound

HRID 1618907Notes

Reaction equation

HRID 1618907 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([O:8][C:9]2[CH:10]=[N:11][C:12]3[C:17]([CH:18]=2)=[CH:16][CH:15]=[CH:14][C:13]=3[F:19])[C:3]=1[CH:20]([OH:25])[C:21]([CH3:24])([OH:23])[CH3:22].CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O>ClCCl>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([O:8][C:9]2[CH:10]=[N:11][C:12]3[C:17]([CH:18]=2)=[CH:16][CH:15]=[CH:14][C:13]=3[F:19])[C:3]=1[C:20](=[O:25])[C:21]([OH:23])([CH3:22])[CH3:24]

Participants

4

Reactant 2

HCID 159087TriacetoxyperiodinaneHCID 68287480HCID 68287480, compound

Product 1

HCID 70968164HCID 70968164, compoundYield 20.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

0.15 g of 1-[2-fluoro-6-(8-fluoroquinolin-3-yloxy)-phenyl]-2-methyl-propane-1,2-diol was dissolved in 10 ml of dichloromethane, and 0.20 g of Dess-Martin reagent was added thereto at 0° C. After 2 hours of stirring, the reaction solution was concentrated and purified by silica gel column chromatography to obtain 0.03 g of 1-[2-fluoro-6-(8-fluoroquinolin-3-yloxy)-phenyl]-2-hydroxy-2-methyl-propan-1-one (Compound Number 398).

Workup

  1. customat 0° C
  2. concentrationthe reaction solution was concentrated
  3. custompurified by silica gel column chromatography

Sources & evidence

ORD record
ord-2aab04cc0e1e4c3aa4ee3248c14d0169
Source dataset
uspto-grants-2014_07
Patent number
US08772200B2

Reaction notes

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