HCID 21840272, compound → HCID 53961498, compound

HRID 1584333Notes

Reaction equation

HRID 1584333 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5](/[CH:22]=[CH:23]/[CH2:24][OH:25])[CH:6]=[CH:7][C:8]=1[O:9][CH2:10][C:11]1[N:12]=[C:13]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[O:14][CH:15]=1>C(Cl)(Cl)Cl.[O-2].[O-2].[Mn+4]>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:6]=[CH:7][C:8]=1[O:9][CH2:10][C:11]1[N:12]=[C:13]([C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=2)[O:14][CH:15]=1)[CH:22]=[CH:23][CH:24]=[O:25]

Participants

4

Reactant 1

HCID 21840272HCID 21840272, compound

Product 1

HCID 53961498HCID 53961498, compoundYield 88%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6212ChloroformSolvent

Procedure

Activated manganese dioxide (28.0 g) was added to a solution of (E)-3-[3-methoxy-4-(2-phenyl-4-oxazolyl-methoxy)phenyl]-2-propen-1-ol (13.6 g) in chloroform (250 ml). The mixture was stirred for 8 hours at room temperature, which was subjected to filtration through a celite layer. The filtrate was concentrated to yield 3-methoxy-4-(2-phenyl-4-oxazolylmethoxy)cinnamaldehyde (11.8 g, 88%), which was recrystallized from ethyl acetate-hexane to give colorless needles, m.p.144-145° C.

Workup

  1. filtrationwhich was subjected to filtration through a celite layer
  2. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-96390853501a418ba66af5a39b59341e
Source dataset
uspto-grants-1999_08
Patent number
US05932601

Reaction notes

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