Water → Aspirin sodium

HRID 1415284Notes

Reaction equation

HRID 1415284 reaction equation
[CH3:1][C:2]([O:4][C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][C:10]=1[C:11]([OH:13])=[O:12])=[O:3].C(=O)([O-])[O-].[Na+:18].[Na+].O>C(O)(=O)C>[C:2]([O:4][C:5]1[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=1)[C:11]([O-:13])=[O:12])(=[O:3])[CH3:1].[Na+:18]

Participants

5

Procedure

A cold solution (10° C.) of sodium acetylsalicylate was prepared using 25 gms. of aspirin, 8.65 gms. of sodium carbonate and 250 ml. of distilled water. The solution was stirred until complete solution occurred. A cold solution (5° C.) of tea was prepared by dissolving 6.25 gms. of instant tea in 750 ml. of distilled water. The two cold solutions were combined, maintained below 10° C. and stirred while 18.0 ml. of glacial acetic acid was added. After one hour an additional 25 ml. of glacial acetic acid was added in 5 ml. portions at 15 minute intervals. The mixture was stirred 20 minutes after the final acid addition, the coprecipitate collected by filtration after decanting the clear supernatant liquid and the coprecipitate thoroughly washed with 200 ml. of glycine buffer. The air dried material weighed 13 gms. Analysis of the coprecipitate showed in contained 95.5% aspirin, 3.67% tea constituent, 0.23% salicyclic acid and 0.6% water.

Workup

  1. customA cold solution (5° C.) of tea was prepared
  2. dissolutionby dissolving 6.25 gms
  3. temperaturemaintained below 10° C.
  4. stirringstirred while 18.0 ml
  5. waitportions at 15 minute intervals
  6. stirringThe mixture was stirred 20 minutes
  7. filtrationthe coprecipitate collected by filtration
  8. customafter decanting the clear supernatant liquid
  9. washthe coprecipitate thoroughly washed with 200 ml

Sources & evidence

ORD record
ord-3b781b41c7874d328569cc1519248c0b
Source dataset
uspto-grants-1977_01
Patent number
US04003999

Reaction notes

Loading…