Trifluoroacetic acid → 3-(4-Nitrophenoxy)pyrrolidine
Reaction equation
[N+:1]([C:4]1[CH:22]=[CH:21][C:7]([O:8][CH:9]2[CH2:13][CH2:12][N:11](C(OC(C)(C)C)=O)[CH2:10]2)=[CH:6][CH:5]=1)([O-:3])=[O:2].FC(F)(F)C(O)=O>ClCCl>[N+:1]([C:4]1[CH:22]=[CH:21][C:7]([O:8][CH:9]2[CH2:13][CH2:12][NH:11][CH2:10]2)=[CH:6][CH:5]=1)([O-:3])=[O:2]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
tert-Butyl 3-(4-nitrophenoxy)pyrrolidine-1-carboxylate (9.73 mmol, 3 g) was dissolved in dichloromethane (2.5 mL). Trifluoroacetic acid (1 mL) was added and the reaction mixture stirred at room temperature for 30 minutes. The reaction was purified by SCX chromatography to give the title compound (2.11 g). MS (ESI) m/z 209.0 [M+H]+
Workup
- customThe reaction was purified by SCX chromatography
Sources & evidence
- ORD record
- ord-54bb31743a8643388a9fed0be0dfd105
- Source dataset
- uspto-grants-2015_08
- Patent number
- US09108939B2
Reaction notes
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