Pyrrolidine → HCID 86623311, compound

HRID 1873495Notes

Reaction equation

HRID 1873495 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([F:14])([F:13])[C:9]([F:12])([F:11])[F:10])=[CH:4][C:3]=1[N+:15]([O-:17])=[O:16].N1CCCC1.CO[CH:25](OC)[N:26]([CH3:28])[CH3:27]>C1(C)C=CC=CC=1>[CH3:25][N:26]([CH3:28])/[CH:27]=[CH:1]/[C:2]1[CH:7]=[CH:6][C:5]([C:8]([F:13])([F:14])[C:9]([F:12])([F:11])[F:10])=[CH:4][C:3]=1[N+:15]([O-:17])=[O:16]

Participants

5

Reactant 3

HCID 31268PyrrolidineHCID 78373Dimethylformamide dimethyl acetalHCID 542079941-Methyl-2-nitro-4-(pentafluoroethyl)benzene

Product 1

HCID 86623311HCID 86623311, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a solution of 1-methyl-2-nitro-4-(perfluoroethyl)benzene (10.0 g, 39.2 mmol) and pyrollidine (2.79 g, 39.2 mmol) in toluene (250 mL) was added dimethyl formamide dimethyl acetal (4.96 g, 39.2 mmol). The mixture was heated to reflux for 16 hours. After cooling to room temperature the mixture was concentrated under vacuum and the resulting oil was immediately used in the next reaction.

Workup

  1. temperatureThe mixture was heated
  2. temperatureto reflux for 16 hours
  3. concentrationwas concentrated under vacuum
  4. customthe resulting oil was immediately used in the next reaction

Sources & evidence

ORD record
ord-7f08ced6bb6242a9a33fa4354e92e376
Source dataset
uspto-grants-2012_11
Patent number
US08304407B2

Reaction notes

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