HCID 178458300, compound → HCID 178458299, compound

HRID 1413256Notes

Reaction equation

HRID 1413256 reaction equation
[CH2:1]([O:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[C:11]1[NH:12][CH:13]=[C:14]([CH2:16][OH:17])[N:15]=1)[CH2:2][CH3:3]>[O-2].[O-2].[Mn+4].C(Cl)(Cl)Cl>[CH2:1]([O:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[C:11]1[NH:12][CH:13]=[C:14]([CH:16]=[O:17])[N:15]=1)[CH2:2][CH3:3]

Participants

4

Reactant 1

HCID 178458300HCID 178458300, compound

Product 1

HCID 178458299HCID 178458299, compound

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6212ChloroformSolvent

Procedure

A 44 gm. portion of 2-(o-propoxyphenyl)-4-imidazolemethanol is placed in a 2 liter round bottom flask together with 500 ml. of chloroform and 100 gm. of manganese dioxide. The mixture is stirred and refluxed for 51/2 hours. The reaction mixture is filtered while hot. The manganese dioxide is triturated with 500 ml. of hot chloroform and filtered. The two filtrates are combined and evaporated. The solid residue is recrystallized from 200 ml. of hot ethyl acetate and charcoal giving the desired product, m.p. 104°-105° C.

Workup

  1. temperaturerefluxed for 51/2 hours
  2. filtrationThe reaction mixture is filtered while hot
  3. customThe manganese dioxide is triturated with 500 ml
  4. filtrationof hot chloroform and filtered
  5. customevaporated
  6. customThe solid residue is recrystallized from 200 ml

Sources & evidence

ORD record
ord-c04fe659402140d488d46c7e8e231e3d
Source dataset
uspto-grants-1981_02
Patent number
USRE030511

Reaction notes

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