Benzene → HCID 178516593, compound

HRID 223753Notes

Reaction equation

HRID 223753 reaction equation
C[O:2][C:3]1[CH:4]=[C:5]([CH:12]=[C:13]([O:15]C)[CH:14]=1)[O:6][C:7]1[NH:11][N:10]=[N:9][N:8]=1.[Cl-].[Al+3].[Cl-].[Cl-].C1C=CC=CC=1.O>CO>[OH:15][C:13]1[CH:12]=[C:5]([CH:4]=[C:3]([OH:2])[CH:14]=1)[O:6][C:7]1[NH:11][N:10]=[N:9][N:8]=1

Participants

6

Reactant 4

HCID 241BenzeneHCID 962WaterHCID 6451240Aluminum(III) Chloride2×HCID 178493484HCID 178493484, compound

Product 1

HCID 178516593HCID 178516593, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 38.3 g. of 5-(3,5-dimethoxyphenoxy)-1H-tetrazole, 68 g. of anhydrous aluminum chloride, and 400 ml. of benzene was heated under reflux for about one and one-half hours. A mixture of 150 ml. of water and 30 ml. of methanol was added slowly to the aluminum chloride mixture. The solution was then stirred and allowed to cool. The aqueous layer was separated and extracted with ethyl acetate. After the ethyl acetate was evaporated, the product was crystallized from water. The weight of the product obtained was 28.2 g. and its melting point was 191°-193° C. The following elemental analysis was obtained:

Workup

  1. additionA mixture of 38.3 g
  2. temperatureunder reflux for about one and one-half hours
  3. additionA mixture of 150 ml
  4. temperatureto cool
  5. customThe aqueous layer was separated
  6. extractionextracted with ethyl acetate
  7. customAfter the ethyl acetate was evaporated
  8. customthe product was crystallized from water
  9. customThe weight of the product obtained
  10. customThe following elemental analysis was obtained

Sources & evidence

ORD record
ord-e122ad0189334b20b7882cf635ee58e2
Source dataset
uspto-grants-1982_10
Patent number
US04356207

Reaction notes

Loading…