Acetylsalicylic anhydride → HCID 13051192, compound

HRID 904814Notes

Reaction equation

HRID 904814 reaction equation
C(OC1[C:6](=CC=CC=1)[C:7]([O:9][C:10](=[O:21])[C:11]1[C:12](=[CH:17][CH:18]=[CH:19][CH:20]=1)[O:13][C:14](=[O:16])[CH3:15])=O)(=O)C.OC(C)[CH2:28][N:29]1[CH2:34][CH2:33][N:32]([CH2:35][CH:36]([OH:38])[CH3:37])[CH2:31][CH2:30]1>C(OCC)(=O)C>[C:14]([O:13][C:12]1[C:11](=[CH:20][CH:19]=[CH:18][CH:17]=1)[C:10]([O:9][CH:7]([CH3:6])[CH2:28][N:29]1[CH2:30][CH2:31][N:32]([CH2:35][CH:36]([O:38][C:10](=[O:9])[C:11]2[C:12](=[CH:17][CH:18]=[CH:19][CH:20]=2)[O:13][C:14](=[O:16])[CH3:15])[CH3:37])[CH2:33][CH2:34]1)=[O:21])(=[O:16])[CH3:15]

Participants

4

Reactant 2

HCID 15110Acetylsalicylic anhydrideHCID 966981,1'-(Piperazine-1,4-diyl)di(propan-2-ol)

Product 1

HCID 13051192HCID 13051192, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Dissolve acetylsalicylic anhydride (17.1 g; 0.05 moles) in an apolar organic solvent represented for example by ethyl acetate; add 1,4-bis-(2-hydroxypropyl)piperazine (5.06 g; 0.025 moles) to the solution, and heat up to the boiling point until the reaction is completed. After cooling at room temperature, wash the reaction mixture with a 5 percent aqueous solution of potassium carbonate, and then with water. Anhydrify the organic phase (K2CO3), filter, and treat it with anhydrous hydrochloric acid dissolved in diethylether causing by this procedure the precipitation of the raw product that, after collection and drying, can be recrystallized from a low molecular weight alcohol.

Workup

  1. washwash the reaction mixture with a 5 percent aqueous solution of potassium carbonate
  2. filtrationAnhydrify the organic phase (K2CO3), filter
  3. additiontreat it with anhydrous hydrochloric acid
  4. dissolutiondissolved in diethylether causing by this procedure
  5. customthe precipitation of the raw product that
  6. customafter collection
  7. customdrying
  8. customcan be recrystallized from a low molecular weight alcohol

Sources & evidence

ORD record
ord-af88a6b3519a486b9b73a9dfb7f6e8f2
Source dataset
uspto-grants-1983_12
Patent number
US04420482

Reaction notes

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