Ammonia → 1187326-21-1

HRID 1244833Notes

Reaction equation

HRID 1244833 reaction equation
[NH3:1].[N:2]1([C@@H:7]([CH2:12][CH3:13])[C:8](OC)=[O:9])[CH2:6][CH2:5][CH2:4][CH2:3]1>O>[N:2]1([C@@H:7]([CH2:12][CH3:13])[C:8]([NH2:1])=[O:9])[CH2:6][CH2:5][CH2:4][CH2:3]1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 30030930HCID 30030930, compound

Product 1

HCID 442309191187326-21-1Yield 92%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
5 °C

Procedure

11.3 g of ammonia gas was condensed in 13.2 ml of water at approximately 0° C. and the temperature was maintained at 0–5° C. Then 20 g of (S)-PBM (26) was added dropwise over a period of 10 min and reaction mixture was maintained at 5° C. and stirred for minimum 8 hrs (reaction was complete as indicated by TLC). The reaction mixture was then evaporated to dryness under vacuum and dried by means of toluene (2×50 ml) to give minimum 17 g (92%) of crude (S)-pyrrolidinobutyramide (crude Levetiracetam) as an off-white to beige solid.

Workup

  1. temperaturethe temperature was maintained at 0–5° C
  2. customreaction mixture
  3. custom(reaction was complete as indicated by TLC)
  4. customThe reaction mixture was then evaporated to dryness under vacuum
  5. dry with materialdried by means of toluene (2×50 ml)

Sources & evidence

ORD record
ord-e965672df3e341e79f7231f3e5145708
Source dataset
uspto-grants-2006_10
Patent number
US07122682B2

Reaction notes

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