1-Pyrrolidineacetic acid, ethyl ester → Pyrrolidin-1-ylacetic acid
Reaction equation
[N:1]1([CH2:6][C:7]([O:9]CC)=[O:8])[CH2:5][CH2:4][CH2:3][CH2:2]1>Cl>[N:1]1([CH2:6][C:7]([OH:9])=[O:8])[CH2:5][CH2:4][CH2:3][CH2:2]1Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Procedure
The solution of ethyl 2-(pyrrolidin-1-yl)acetate (1.8 g, 11.95 mmol, 1.0 eq) in 8 N HCl was stirred at 95° C. for 16 h. The mixture was concentrated on vacuum pump and quenched and extracted as in Intermediate Example 15(b). The solvent was distilled off to afford the product in 54% yield (1.4 g). LC-MS (ESI): Calculated mass: 129.1; Observed mass 130.1 [M+H]+ (rt: 0.26 min).
Workup
- concentrationThe mixture was concentrated on vacuum pump
- customquenched
- extractionextracted as in Intermediate Example 15(b)
- distillationThe solvent was distilled off
- customto afford the product in 54% yield (1.4 g)
- customObserved mass 130.1 [M+H]+ (rt: 0.26 min)
Sources & evidence
- ORD record
- ord-51539287a7fb4cb9b67dc53ad3804551
- Source dataset
- uspto-grants-2016_09
- Patent number
- US09447091B2
Reaction notes
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