HCID 69424039, compound → HCID 86760417, compound

HRID 349913Notes

Reaction equation

HRID 349913 reaction equation
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[O:7][C:8]([CH3:48])=[C:9]([CH2:11][O:12][C:13]2[CH:47]=[CH:46][C:16]([CH2:17][N:18]3[CH:22]=[C:21]([CH2:23][OH:24])[C:20]([O:25][CH2:26][C:27]4[CH:32]=[CH:31][C:30]([O:33][CH2:34][C:35]5[N:36]=[C:37]([C:41]6[O:42][CH:43]=[CH:44][CH:45]=6)[O:38][C:39]=5[CH3:40])=[CH:29][CH:28]=4)=[N:19]3)=[CH:15][CH:14]=2)[N:10]=1>[O-2].[O-2].[Mn+4].O1CCCC1>[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[O:7][C:8]([CH3:48])=[C:9]([CH2:11][O:12][C:13]2[CH:14]=[CH:15][C:16]([CH2:17][N:18]3[CH:22]=[C:21]([CH:23]=[O:24])[C:20]([O:25][CH2:26][C:27]4[CH:28]=[CH:29][C:30]([O:33][CH2:34][C:35]5[N:36]=[C:37]([C:41]6[O:42][CH:43]=[CH:44][CH:45]=6)[O:38][C:39]=5[CH3:40])=[CH:31][CH:32]=4)=[N:19]3)=[CH:46][CH:47]=2)[N:10]=1

Participants

4

Reactant 1

HCID 69424039HCID 69424039, compound

Product 1

HCID 86760417HCID 86760417, compoundYield 89.1%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of [1-[4-[2-(2-furyl)-5-methyl-4-oxazolylmethoxy]benzyl]-3-[4-[2-(2-furyl)-5-methyl-4-oxazolylmethoxy]benzyloxy]-1H-pyrazol-4-yl]methanol (16.59 g), activated manganese dioxide (35.19 g) and tetrahydrofuran (100 ml) was stirred at room temperature for 3 hours. After the manganese dioxide was removed by filtration, the filtrate was concentrated. The crystals obtained were collected by filtration to yield 1-[4-[2-(2-furyl)-5-methyl-4-oxazolylmethoxy]benzyl]-3-[4-[2-(2-furyl)-5-methyl-4-oxazolylmethoxy]benzyloxy]-1H-pyrazole-4-carbaldehyde (14.73 g, yield: 89%). This was recrystallized from ethyl acetate-hexane. Melting point: 109–110° C.

Workup

  1. customAfter the manganese dioxide was removed by filtration
  2. concentrationthe filtrate was concentrated
  3. customThe crystals obtained
  4. filtrationwere collected by filtration

Sources & evidence

ORD record
ord-e55f818c9cfc45bfad9c7101cd5168a1
Source dataset
uspto-grants-2007_02
Patent number
US07179823B1

Reaction notes

Loading…