Acetic Anhydride → 1-Acetyl-3-azetidinecarboxylic acid
Reaction equation
[NH:1]1[CH2:4][CH:3]([C:5]([OH:7])=[O:6])[CH2:2]1.[C:8](OC(=O)C)(=[O:10])[CH3:9]>>[C:8]([N:1]1[CH2:4][CH:3]([C:5]([OH:7])=[O:6])[CH2:2]1)(=[O:10])[CH3:9]Participants
3
Procedure
3-Azetidine carboxylic acid (2.25 g, 22.2 mmol) and acetic anhydride (80 ml) were heated gently until all of the acid had dissolved. The reaction was stirred at room temperature for 18 hours and then the acetic anhydride was removed under reduced pressure. Water was added and evaporated under reduced pressure. The residue was dissolved in hot ethyl acetate and filtered whilst hot and the filtrate was evaporated under reduced pressure to afford the title compound as a white solid, 1.54 g.
Workup
- dissolutionhad dissolved
- customthe acetic anhydride was removed under reduced pressure
- additionWater was added
- customevaporated under reduced pressure
- dissolutionThe residue was dissolved in hot ethyl acetate
- filtrationfiltered whilst hot and the filtrate
- customwas evaporated under reduced pressure
Sources & evidence
- ORD record
- ord-d9969137f74d4fa0925b8ccaec78fd90
- Source dataset
- uspto-grants-2007_05
- Patent number
- US07217714B1
Reaction notes
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