Tetrahydrofuran → HCID 67867206, compound

HRID 1460859Notes

Reaction equation

HRID 1460859 reaction equation
[C:1]([C:5]1[CH:6]=[C:7]([NH:15][NH2:16])[CH:8]=[C:9]([C:11]([CH3:14])([CH3:13])[CH3:12])[CH:10]=1)([CH3:4])([CH3:3])[CH3:2].[CH:17]([C:19]1[CH:28]=[CH:27][C:22]([C:23]([O:25][CH3:26])=[O:24])=[CH:21][CH:20]=1)=O.O1CCCC1>C(O)C>[C:1]([C:5]1[CH:6]=[C:7]([NH:15][N:16]=[CH:17][C:19]2[CH:20]=[CH:21][C:22]([C:23]([O:25][CH3:26])=[O:24])=[CH:27][CH:28]=2)[CH:8]=[C:9]([C:11]([CH3:14])([CH3:13])[CH3:12])[CH:10]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 3

HCID 8028TetrahydrofuranHCID 15294Methyl 4-FormylbenzoateHCID 15068777(3,5-Di-tert-butylphenyl)hydrazine

Product 1

HCID 67867206HCID 67867206, compoundYield 58.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

3.5g (15 mmoles) of 3,5-di-t-butylphenylhydrazine and 2.6g (15 mmoles) of methyl 4-formylbenzoate were stirred for 1 hour under reflux in 150ml of a 1:1 mixture of tetrahydrofuran and ethanol. After evaporation of the solvent the residue was digested with ethanol at the boil and then cooled, filtered off in vacuo and rinsed with ethanol. After drying in vacuo at ambient temperature, there were obtained 3.2g of the above compound, m.p. 215°-220° C.

Workup

  1. customAfter evaporation of the solvent the residue
  2. temperaturecooled
  3. filtrationfiltered off in vacuo
  4. washrinsed with ethanol
  5. customAfter drying in vacuo at ambient temperature

Sources & evidence

ORD record
ord-f81a5182c273401fa585e5c71f77bb39
Source dataset
uspto-grants-1991_12
Patent number
US05072042

Reaction notes

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