Phosphoric Acid → Aniracetam

HRID 1164308Notes

Reaction equation

HRID 1164308 reaction equation
O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O.P(=O)(O)(O)O.[CH3:20][O:21][C:22]1[CH:36]=[CH:35][C:25]([C:26]([NH:28][CH2:29][CH2:30][CH2:31][C:32](O)=[O:33])=[O:27])=[CH:24][CH:23]=1>>[CH3:20][O:21][C:22]1[CH:36]=[CH:35][C:25]([C:26]([N:28]2[CH2:29][CH2:30][CH2:31][C:32]2=[O:33])=[O:27])=[CH:24][CH:23]=1

Participants

4

Reactant 3

HCID 1004Phosphoric AcidHCID 14812Phosphorus oxide (P4O10)HCID 1557234-p-Anisamidobutyric acid

Product 1

HCID 2196Aniracetam

Conditions

Temperature
50 °C

Procedure

10 g. of phosphorus pentoxide and 6 ml. of orthophosphoric acid (at least 85%) are warmed with one another. 2.0 g. of 4-(p-methoxybenzoylamino)butyric acid are added at room temperature to the resulting solution. The mixture is warmed to 50° C. for 60 minutes, subsequently treated with ice and extracted with ethyl acetate. The organic phase is washed first with cold water, then with cold sodium bicarbonate solution and finally again with water and dried over sodium sulfate. The residue is triturated with diethyl ether and there is obtained 1-(p-methoxybenzoyl)-2-pyrrolidinone having a melting point of 120°-122° C.

Workup

  1. additionsubsequently treated with ice
  2. extractionextracted with ethyl acetate
  3. washThe organic phase is washed first with cold water
  4. dry with materialwith cold sodium bicarbonate solution and finally again with water and dried over sodium sulfate
  5. customThe residue is triturated with diethyl ether

Sources & evidence

ORD record
ord-189457a85ec346cd8d497b40e2193b30
Source dataset
uspto-grants-1983_01
Patent number
US04369139

Reaction notes

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