Salicylic Acid → Aspirin

HRID 1257482Notes

Reaction equation

HRID 1257482 reaction equation
[C:1]([O:4][C:5](=[O:7])[CH3:6])(=O)[CH3:2].[C:8]([OH:17])(=[O:16])[C:9]1C(=C[CH:13]=[CH:14][CH:15]=1)O>>[C:5]([O:4][C:1]1[C:9](=[CH:15][CH:14]=[CH:13][CH:2]=1)[C:8]([OH:17])=[O:16])(=[O:7])[CH3:6]

Participants

3

Reactant 2

HCID 338Salicylic AcidHCID 7918Acetic Anhydride

Product 1

HCID 2244Aspirin

Procedure

Reactor inlet stream 19 is in fluid communication with reactor 10. Reactor inlet stream 19 as introduced to reactor 10 comprises a molar excess of between about 2% and about 20% acetic anhydride compared to salicylic acid. Reactor 10 may preferably be any reactor configured for the esterification of reaction to produce acetyl salicyclic acid. Further, reactor 10 is preferably configured to distill acetyl salicylic acid. Reactor 10 may preferably be a continuous stirred tank reactor or a batch reactor, without limitation. Further, reactor 10 may preferably comprise a jacketed reactor. In certain embodiments, reactor 10 is configured as a holding tank for increased residence time, distillation, and/or agitation of reaction mixture.

Workup

  1. customReactor inlet stream 19 is in fluid communication with reactor
  2. customReactor inlet stream
  3. addition19 as introduced to reactor 10
  4. customReactor 10 may preferably be
  5. customany reactor configured for the esterification of reaction

Sources & evidence

ORD record
ord-67c6c6df753946089bb72c3d48ece67a
Source dataset
uspto-grants-2013_06
Patent number
US08461377B2

Reaction notes

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