p-Fluoronitrobenzene → 1-(4-Nitrophenyl)azetidine

HRID 885922Notes

Reaction equation

HRID 885922 reaction equation
F[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][CH:3]=1.Cl.[NH:12]1[CH2:15][CH2:14][CH2:13]1>O>[N+:8]([C:5]1[CH:6]=[CH:7][C:2]([N:12]2[CH2:15][CH2:14][CH2:13]2)=[CH:3][CH:4]=1)([O-:10])=[O:9]

Participants

4

Reactant 2

HCID 9590p-FluoronitrobenzeneHCID 12308726Azetidine hydrochloride

Product 1

HCID 5917181-(4-Nitrophenyl)azetidine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The title compound was prepared from 4-fluoronitrobenzene and azetidine hydrochloride according to Method AE and was isolated as a yellow solid (69%) after trituration in water, and then in Et2O, δH (DMSO-d6) 8.10-7.99 (2H, m), 6.48-6.35 (2H, m), 4.04 (4H, t, J 7.5 Hz), 2.47-2.31 (2H, m). LCMS (ES+) 178.9 (M+H)+, RT 2.71 minutes (Method 3).

Sources & evidence

ORD record
ord-f2fb3d0318504cd285ac6e31ea3711e3
Source dataset
uspto-grants-2012_08
Patent number
US08242116B2

Reaction notes

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