Triethylamine → 1-(2-Fluoro-4-nitrophenyl)pyrrolidine

HRID 56137Notes

Reaction equation

HRID 56137 reaction equation
[NH:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1.CCN(CC)CC.F[C:14]1[CH:19]=[CH:18][C:17]([N+:20]([O-:22])=[O:21])=[CH:16][C:15]=1[F:23]>CCOC(C)=O>[F:23][C:15]1[CH:16]=[C:17]([N+:20]([O-:22])=[O:21])[CH:18]=[CH:19][C:14]=1[N:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31268PyrrolidineHCID 1230531,2-Difluoro-4-nitrobenzene

Product 1

HCID 28721221-(2-Fluoro-4-nitrophenyl)pyrrolidineYield 76.1%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a solution of pyrrolidine (0.78 g, 11 mmol) in EtOAc (15 mL) and Et3N (1.52 g, 15 mmol) was added 1,2-difluoro-4-nitrobenzene (1.59 g, 10 mmol) in an ice bath. The mixture was stirred at rt overnight and filtered. The filter cake was washed with water and dried to give the title compound as a yellow solid (1.60 g, 76%).

Workup

  1. filtrationfiltered
  2. washThe filter cake was washed with water
  3. customdried

Sources & evidence

ORD record
ord-a7582baf64854ba5b5559c0c8b53739c
Source dataset
uspto-grants-2016_09
Patent number
US09434695B2

Reaction notes

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