Carbon Dioxide → 1-Benzylazetidine-3-carboxylic acid

HRID 980772Notes

Reaction equation

HRID 980772 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 acidYield 80%

Reagents, catalysts & solvents 1

HCID 6093286Barium hydroxideSolvent

Procedure

0.5 g of 2B in 10 ml of saturated barium hydroxide solution was heated under reflux for 30 hours. The 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 (2C), in 80% yield.

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-8b109640117f40bc988c2ddc10aae23d
Source dataset
uspto-grants-1987_01
Patent number
US04639334

Reaction notes

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