Chloroform → HCID 23024745, compound

HRID 349911Notes

Reaction equation

HRID 349911 reaction equation
[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[N:4][C:3]=1[CH2:13][O:14][C:15]1[CH:50]=[CH:49][C:18]([CH2:19][N:20]2[CH:24]=[C:23]([CH2:25][OH:26])[C:22]([O:27][CH2:28][C:29]3[CH:34]=[CH:33][C:32]([O:35][CH2:36][C:37]4[N:38]=[C:39]([C:43]5[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=5)[O:40][C:41]=4[CH3:42])=[CH:31][CH:30]=3)=[N:21]2)=[CH:17][CH:16]=1.C(Cl)(Cl)Cl>[O-2].[O-2].[Mn+4].O1CCCC1>[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[N:4][C:3]=1[CH2:13][O:14][C:15]1[CH:50]=[CH:49][C:18]([CH2:19][N:20]2[CH:24]=[C:23]([CH:25]=[O:26])[C:22]([O:27][CH2:28][C:29]3[CH:34]=[CH:33][C:32]([O:35][CH2:36][C:37]4[N:38]=[C:39]([C:43]5[CH:44]=[CH:45][CH:46]=[CH:47][CH:48]=5)[O:40][C:41]=4[CH3:42])=[CH:31][CH:30]=3)=[N:21]2)=[CH:17][CH:16]=1

Participants

5

Reactant 2

HCID 6212ChloroformHCID 23024927HCID 23024927, compound

Product 1

HCID 23024745HCID 23024745, compoundYield 95.4%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of [1-[4-(5-methyl-2-phenyl-4-oxazolylmethoxy)benzyl]-3-[4-(5-methyl-2-phenyl-4-oxazolylmethoxy)benzyloxy]-1H-pyrazol-4-yl]methanol (27.02 g), activated manganese dioxide (52.29 g), chloroform (50 ml), and tetrahydrofuran (300 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-(5-methyl-2-phenyl-4-oxazolylmethoxy)benzyl]-3-[4-(5-methyl-2-phenyl-4-oxazolylmethoxy)benzyloxy]-1H-pyrazole-4-carbaldehyde (25.69 g, yield: 95%). This was recrystallized from tetrahydrofuran-hexane. Melting point: 155–156° 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-b1a6520a0387405f901cc8643b631238
Source dataset
uspto-grants-2007_02
Patent number
US07179823B1

Reaction notes

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