2-Fluorobenzylamine → 4-[(2-Fluorophenyl)methylamino]but-3-en-2-one

HRID 2207161Notes

Reaction equation

HRID 2207161 reaction equation
CO[CH:3]=[CH:4][C:5](=[O:7])[CH3:6].[F:8][C:9]1[CH:16]=[CH:15][CH:14]=[CH:13][C:10]=1[CH2:11][NH2:12]>C(Cl)Cl>[F:8][C:9]1[CH:16]=[CH:15][CH:14]=[CH:13][C:10]=1[CH2:11][NH:12][CH:3]=[CH:4][C:5](=[O:7])[CH3:6]

Participants

4

Reactant 2

HCID 666492-FluorobenzylamineHCID 942973-Buten-2-one, 4-methoxy-

Product 1

HCID 1317358814-[(2-Fluorophenyl)methylamino]but-3-en-2-oneYield 100%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 4-methoxy-3-buten-2-one (0.1 g, 1 mmol) and 2-fluorobenzylamine (0.125 g, 1 mmol) in dry CH2Cl2 (5 mL) is stirred under reflux for 2 h. The solvent is evaporated under pressure to afford the title compound 56 as a yellow oil (Yield 0.19 g, 100%).

Workup

  1. temperatureunder reflux for 2 h
  2. customThe solvent is evaporated under pressure

Sources & evidence

ORD record
ord-a3eef30475214ec299ac679ed5a1940b
Source dataset
uspto-grants-2016_06
Patent number
US09376387B2

Reaction notes

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