HCID 178458300, compound → HCID 178458299, compound

HRID 2419702Notes

Reaction equation

HRID 2419702 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-a53596aa07364d87aea0b0e03df07f6d
Source dataset
uspto-grants-1978_08
Patent number
US04107307

Reaction notes

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