HCID 15058198, compound → HCID 15058199, compound

HRID 704660Notes

Reaction equation

HRID 704660 reaction equation
[C:1]1([CH:7]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[O:8][C:9]2[C:14](=[O:15])[CH:13]=[C:12]([CH2:16][OH:17])[N:11]([CH2:18][C:19]3[O:20][CH:21]=[CH:22][CH:23]=3)[CH:10]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>CO.[O-2].[O-2].[Mn+4]>[C:24]1([CH:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[O:8][C:9]2[C:14](=[O:15])[CH:13]=[C:12]([CH:16]=[O:17])[N:11]([CH2:18][C:19]3[O:20][CH:21]=[CH:22][CH:23]=3)[CH:10]=2)[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1

Participants

4

Reactant 1

HCID 15058198HCID 15058198, compound

Product 1

HCID 15058199HCID 15058199, compoundYield 80.5%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 887MethanolSolvent

Procedure

To a solution of 2.700 g of 3-diphenylmethoxy-1-(2-furyl)methyl-6-hydroxymethyl-4-pyridone in 200 ml of methanol is added 15.00 g of active manganese dioxide at room temperature, and the mixture is stirred for 4 hours. After insolubles are removed by filtration, the filtrate is subjected to flash column chromatography on 120 g of Wako-Gel C-300 (manufactured by Wako Pure Chemical Industries, Ltd.) with an eluent of chloroform-methanol (20:1) to perform separation and purification. The title compound (2.163 g) is obtained as colorless foam.

Workup

  1. customAfter insolubles are removed by filtration
  2. customseparation and purification

Sources & evidence

ORD record
ord-62e2001e30f64fbeba95ed661979eac1
Source dataset
uspto-grants-1991_01
Patent number
US04988686

Reaction notes

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