Ethyl bromoacetate → 1-Pyrrolidineacetic acid, ethyl ester
Reaction equation
[NH:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1.C([O-])([O-])=O.[K+].[K+].Br[CH2:13][C:14]([O:16][CH2:17][CH3:18])=[O:15]>CN(C=O)C>[N:1]1([CH2:13][C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH2:5][CH2:4][CH2:3][CH2:2]1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of pyrrolidine (1.2 g, 16.3 mmol, 1.0 eq) in DMF were added K2CO3 (5.63 g, 40.7 mmol, 2.5 eq.) and ethyl 2-bromoacetate (1.73 g, 24.4 mmol, 1.5 eq.). The mixture was stirred at RT for 16 h and quenched and extracted as in Intermediate Example 5(a). The solvent was distilled off to afford the product in 80% yield (2 g). LC-MS (ESI): Calculated mass: 157.2; Observed mass 158.1 [M+H]+ (rt: 0.2 min).
Workup
- customquenched
- extractionextracted as in Intermediate Example 5(a)
- distillationThe solvent was distilled off
- customto afford the product in 80% yield (2 g)
- customObserved mass 158.1 [M+H]+ (rt: 0.2 min)
Sources & evidence
- ORD record
- ord-d8468bbddf1143b7b61002550654eaa0
- Source dataset
- uspto-grants-2016_09
- Patent number
- US09447091B2
Reaction notes
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