HCID 70108314, compound → HCID 19965672, compound

HRID 977253Notes

Reaction equation

HRID 977253 reaction equation
[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:16]=[CH:15][C:14]3[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=3)[CH:8]=2)=[N:4][C:3]=1/[CH:17]=[CH:18]/[C:19]1[CH:26]=[CH:25][C:22]([CH2:23][OH:24])=[CH:21][CH:20]=1>[O-2].[O-2].[Mn+4].C(Cl)(Cl)Cl>[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:16]=[CH:15][C:14]3[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=3)[CH:8]=2)=[N:4][C:3]=1/[CH:17]=[CH:18]/[C:19]1[CH:20]=[CH:21][C:22]([CH:23]=[O:24])=[CH:25][CH:26]=1

Participants

4

Reactant 1

HCID 70108314HCID 70108314, compound

Product 1

HCID 19965672HCID 19965672, compoundYield 85%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6212ChloroformSolvent

Procedure

A mixture of (E)-4-[2-[5-methyl-2-(2-naphthyl)-4-oxazolyl]vinyl]benzyl alcohol (7.80 g), activated manganese dioxide (15.6 g) and chloroform (300 ml) was stirred at room temperature for 1 day. After the manganese dioxide was filtered off, the filtrate was concentrated under reduced pressure; the resulting crystal was recrystallized from dichloromethane-methanol to yield (E)-4-[2-[5-methyl-2-(2-naphthyl)-4-oxazolyl]vinyl]benzaldehyde (6.56 g, 85%) as light yellow needles having a melting point of 162°-163° C.

Workup

  1. filtrationAfter the manganese dioxide was filtered off
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customthe resulting crystal was recrystallized from dichloromethane-methanol

Sources & evidence

ORD record
ord-9c24e3975e464e72956901df750a7f51
Source dataset
uspto-grants-1997_03
Patent number
US05614544

Reaction notes

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