Benzene → HCID 20394531, compound

HRID 261604Notes

Reaction equation

HRID 261604 reaction equation
[CH:1]([CH:3]=O)=O.[CH3:5][OH:6].[CH2:7]([NH2:10])[CH2:8][NH2:9].[BH4-].[Na+].[CH:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>>[CH2:5]([O:6][C:13]1[CH:14]=[C:15]([CH:3]2[CH2:1][NH:10][CH2:7][CH2:8][NH:9]2)[CH:16]=[CH:17][CH:18]=1)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

6

Reactant 5

HCID 241BenzeneHCID 887MethanolHCID 3301EthylenediamineHCID 7860GlyoxalHCID 4311764Sodium borohydride

Product 1

HCID 20394531HCID 20394531, compound

Procedure

The glyoxal obtained as above was dissolved in a mixture of 180 ml. of methanol and 30 ml. of benzene. To the solution, 5.25 g. of anhydrous ethylene diamine was added with stirring. After stirring for a further 30 mins. at room temperature, 4.2 g. of sodium borohydride was added to the mixture little by little under ice cooling. After the completion of the addition, stirring was continued for 1.5 hr. at room temperature. To the residue obtained by removing the solvent, water was added to dissolve the residue. The aqueous solution was extracted with chloroform. The chloroform layer was washed with water and dried.

Workup

  1. dissolutionas above was dissolved in a mixture of 180 ml
  2. stirringAfter stirring for a further 30 mins
  3. customat room temperature
  4. additionAfter the completion of the addition
  5. stirringstirring
  6. customat room temperature
  7. customTo the residue obtained
  8. customby removing the solvent, water
  9. additionwas added
  10. dissolutionto dissolve the residue
  11. extractionThe aqueous solution was extracted with chloroform
  12. washThe chloroform layer was washed with water
  13. customdried

Sources & evidence

ORD record
ord-f4800e42d62641a7aaebab63c26e76ac
Source dataset
uspto-grants-1979_08
Patent number
US04166180

Reaction notes

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