HCID 22267232, compound → HCID 22267206, compound

HRID 488877Notes

Reaction equation

HRID 488877 reaction equation
[OH:1][CH2:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[CH2:13][OH:14])[O:9][C:8](=[O:15])[C:7]([CH2:16][C:17]([O:19][CH2:20][CH3:21])=[O:18])=[C:6]2[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>ClCCl.[O-2].[O-2].[Mn+4]>[O:15]=[C:8]1[C:7]([CH2:16][C:17]([O:19][CH2:20][CH3:21])=[O:18])=[C:6]([C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=2)[C:5]2[C:10](=[CH:11][C:12]3[C:13](=[O:14])[O:1][CH2:2][C:3]=3[CH:4]=2)[O:9]1

Participants

4

Reactant 1

HCID 22267232HCID 22267232, compound

Product 1

HCID 22267206HCID 22267206, compoundYield 66.1%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

A solution of ethyl 2-[6,7-bis(hydroxymethyl)-2-oxo-4-phenyl-2H-chromen-3-yl]acetate (150 mg) in dichloromethane (3 ml) was combined with manganese dioxide (1.5 g), and stirred at room temperature overnight. After the catalyst was filtered off, the filtrate was concentrated under reduced pressure to obtain the residue, which was recrystallized from THF to obtain the title compound (98 mg, yield: 66%).

Workup

  1. filtrationAfter the catalyst was filtered off
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customto obtain the residue, which
  4. customwas recrystallized from THF

Sources & evidence

ORD record
ord-c09d54094de3446288c0fefb0049cd6b
Source dataset
uspto-grants-2005_12
Patent number
US06974806B2

Reaction notes

Loading…