Ethyl bromoacetate → Ethyl 1H-1,2,4-triazole-1-acetate
Reaction equation
[NH:1]1[CH:5]=[N:4][CH:3]=[N: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])[CH:5]=[N:4][CH:3]=[N:2]1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of 1H-1,2,4-triazol (2 g, 29.9 mmol, 1.0 eq) in DMF were added K2CO3 (12.3 g, 88.9 mmol, 3 eq.) and ethyl 2-bromoacetate (4.8 g, 29.9 mmol, 1 eq). The mixture was stirred at RT for 16 h. The mixture was quenched and extracted as in Intermediate Example 5(a). The solvent was distilled off to give the product in 65% yield (3 g). LC-MS (ESI): Calculated mass: 155.0; Observed mass: 156.1 [M+H]+ (rt: 0.113 min).
Workup
- customThe mixture was quenched
- extractionextracted as in Intermediate Example 5(a)
- distillationThe solvent was distilled off
- customto give the product in 65% yield (3 g)
- custom156.1 [M+H]+ (rt: 0.113 min)
Sources & evidence
- ORD record
- ord-509fe4691649464e92776e45b5ffda9f
- Source dataset
- uspto-grants-2016_09
- Patent number
- US09447091B2
Reaction notes
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