Triacetoxyperiodinane → HCID 68289461, compound

HRID 1618906Notes

Reaction equation

HRID 1618906 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:24])[C:21](=[O: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:24])[C:21](=[O:23])[CH3:22]

Participants

4

Reactant 2

HCID 159087TriacetoxyperiodinaneHCID 68289120HCID 68289120, compound

Product 1

HCID 68289461HCID 68289461, compoundYield 57.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

After 0.14 g of 1-[2-fluoro-6-(8-fluoroquinolin-3-yloxy)-phenyl]-1-hydroxy-propan-2-one was dissolved in 10 ml of dichloromethane, 0.91 g of Dess-Martin reagent was added thereto at 0° C. After 3 hours of stirring, the reaction solution was concentrated and purified by silica gel column chromatography to obtain 0.08 g of 1-[2-fluoro-6-(8-fluoroquinolin-3-yloxy)-phenyl]-propane-1,2-dione (Compound Number 396).

Workup

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

Sources & evidence

ORD record
ord-5656845fb8504ed38f00f141bb0a07b1
Source dataset
uspto-grants-2014_07
Patent number
US08772200B2

Reaction notes

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