Chloroform → HCID 178441764, compound

HRID 2419653Notes

Reaction equation

HRID 2419653 reaction equation
[C:1]([C:5]1[NH:6][CH:7]=[C:8]([CH2:10][OH:11])[N:9]=1)([CH3:4])([CH3:3])[CH3:2].C(Cl)(Cl)Cl>[O-2].[O-2].[Mn+4].O1CCCC1>[C:1]([C:5]1[NH:6][CH:7]=[C:8]([CH:10]=[O:11])[N:9]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 2

HCID 6212ChloroformHCID 178441765HCID 178441765, compound

Product 1

HCID 178441764HCID 178441764, compound

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A 7.7 gm. portion of 2-tert-butyl-4-imidazolemethanol is added to 100 ml. of chloroform and 100 ml. of tetrahydrofuran and heated gently. A 25 gm. portion of manganese dioxide is added and the mixture is stirred and refluxed for 51/2 hours. The reaction mixture is filtered while hot and the manganese dioxide is triturated with hot chloroform and filtered. The two filtrates are combined and evaporated and the solid residue is recrystallized from ethyl acetate giving the desired producgt as white crystals, m.p. 194°-195° C.

Workup

  1. temperaturerefluxed for 51/2 hours
  2. filtrationThe reaction mixture is filtered while hot and the manganese dioxide
  3. customis triturated with hot chloroform
  4. filtrationfiltered
  5. customevaporated
  6. customthe solid residue is recrystallized from ethyl acetate giving the desired producgt as white crystals, m.p. 194°-195° C.

Sources & evidence

ORD record
ord-56e90bca0a55471b9d2bc17aef0727f8
Source dataset
uspto-grants-1978_08
Patent number
US04107308

Reaction notes

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