Triacetoxyperiodinane → HCID 64997388, compound

HRID 239132Notes

Reaction equation

HRID 239132 reaction equation
[OH:1][CH:2]([CH3:13])[CH2:3][NH:4][C:5](=[O:12])[C:6]1[CH:11]=[CH:10][N:9]=[CH:8][CH:7]=1.CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O>ClCCl>[O:1]=[C:2]([CH3:13])[CH2:3][NH:4][C:5](=[O:12])[C:6]1[CH:7]=[CH:8][N:9]=[CH:10][CH:11]=1

Participants

4

Reactant 2

HCID 159087TriacetoxyperiodinaneHCID 43392732HCID 43392732, compound

Product 1

HCID 64997388HCID 64997388, compoundYield 59.8%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Conditions

Temperature
0 °C

Procedure

154 g N-(2-hydroxy-propyl)-isonicotinamide in 500 mL dichlormethane was added to a solution of Dess-Martin reagenz in 1.5 L dichlormethane at 0° C. under nitrogen. The reaction was stirred for 30 min. at 0° C. and 4 h at RT. The mixture was concentrated and the crude product was purified by chromatographie on silica to give 91 g of the desired product.

Workup

  1. concentrationThe mixture was concentrated
  2. customthe crude product was purified by chromatographie on silica

Sources & evidence

ORD record
ord-69733cc9c7b244bcb5586f45d186dd26
Source dataset
uspto-grants-2014_02
Patent number
US08642774B2

Reaction notes

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