Carbon Dioxide → 1-Benzylazetidine-3-carboxylic acid

HRID 638114Notes

Reaction equation

HRID 638114 reaction equation
[CH2:1]([N:8]1[CH2:11][CH:10](C#N)[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:14](=[O:16])=[O:15]>[OH-].[Ba+2].[OH-]>[CH2:1]([N:8]1[CH2:11][CH:10]([C:14]([OH:16])=[O:15])[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 280Carbon DioxideHCID 19814762N-Benzyl-3-cyanoazetidine

Product 1

HCID 31613181-Benzylazetidine-3-carboxylic acid

Reagents, catalysts & solvents 1

HCID 6093286Barium hydroxideSolvent

Procedure

1.5 g of 13B in 10 ml of saturated barium hydroxide solution was heated under reflux for 30 hours. The reaction mixture was cooled, saturated with gaseous carbon dioxide and filtered. The solvent was removed from the filtrate under reduced pressure to give 1-benzylazetidine-3-carboxylic acid (13C).

Workup

  1. temperatureunder reflux for 30 hours
  2. filtrationfiltered
  3. customThe solvent was removed from the filtrate under reduced pressure

Sources & evidence

ORD record
ord-beff4f60c3c64a63bc4fbab9e7650b0f
Source dataset
uspto-grants-1985_12
Patent number
US04560507

Reaction notes

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