Triethylamine → 1-(4-nitrophenyl)pyrrolidine

HRID 2093048Notes

Reaction equation

HRID 2093048 reaction equation
F[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][CH:3]=1.[NH:11]1[CH2:15][CH2:14][CH2:13][CH2:12]1.C(N(CC)CC)C>C(O)(C)C>[N+:8]([C:5]1[CH:6]=[CH:7][C:2]([N:11]2[CH2:15][CH2:14][CH2:13][CH2:12]2)=[CH:3][CH:4]=1)([O-:10])=[O:9]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 9590p-FluoronitrobenzeneHCID 31268Pyrrolidine

Product 1

HCID 3523051-(4-nitrophenyl)pyrrolidineYield 85%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

To a solution of 4-fluoronitrobenzene (1.0 eq.) in isopropyl alcohol, pyrrolidine (2.2 eq) and triethylamine (11.0 eq) were added and reaction mixture was refluxed overnight. Reaction mixture was cooled to room temperature, product obtained was collected by filtration and dried to get the desired 1-(4-nitrophenyl)pyrrolidine. (Yield=85%)

Workup

  1. customreaction mixture
  2. temperaturewas refluxed overnight
  3. customReaction mixture
  4. customproduct obtained
  5. filtrationwas collected by filtration
  6. customdried

Sources & evidence

ORD record
ord-fea6496eb3754fd8ac6e77eadcb461c1
Source dataset
uspto-grants-2013_05
Patent number
US08440830B2

Reaction notes

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