HCID 67345954, compound → HCID 23131766, compound

HRID 1669364Notes

Reaction equation

HRID 1669364 reaction equation
[CH3:1][O:2][C:3]([C:5]([NH:7][C:8]1[CH:9]=[C:10]([CH:13]=[CH:14][CH:15]=1)[CH2:11][OH:12])=[O:6])=[O:4]>CC(C)=O.[O-2].[O-2].[Mn+4]>[CH3:1][O:2][C:3]([C:5]([NH:7][C:8]1[CH:9]=[C:10]([CH:13]=[CH:14][CH:15]=1)[CH:11]=[O:12])=[O:6])=[O:4]

Participants

4

Reactant 1

HCID 67345954HCID 67345954, compound

Product 1

HCID 23131766HCID 23131766, compoundYield 31.7%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalyst2×HCID 180AcetoneSolvent

Procedure

To a solution of 1.69 g of 3-[(methoxycarbonyl)carbonylamino]benzyl alcohol in 20 ml of acetone was added 3.47 g of manganese dioxide, this was stirred at room temperature for 2 hours, 3.92 g of manganese dioxide was further added, and this was stirred at room temperature for 18 hours. The reaction solution was filtered with Celite, the filtrate was concentrated under reduced pressure, and the resulting residue was subjected to silica gel column chromatography to obtain 0.53 g of 3-[(methoxycarbonyl)carbonylamino]benzaldehyde [Compound No. (w)] as a white solid.

Workup

  1. stirringthis was stirred at room temperature for 18 hours
  2. filtrationThe reaction solution was filtered with Celite
  3. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-370dc5f5f7d74441ae925102f87b2d0d
Source dataset
uspto-grants-2011_08
Patent number
US07989478B2

Reaction notes

Loading…