4,5-Dichloro-2-vinylbenzenamine → 4,5-Dichloro-2-ethylbenzenamine

HRID 588783Notes

Reaction equation

HRID 588783 reaction equation
[Cl:1][C:2]1[C:7]([Cl:8])=[CH:6][C:5]([NH2:9])=[C:4]([CH:10]=[CH2:11])[CH:3]=1>CO.[Pd]>[Cl:1][C:2]1[C:7]([Cl:8])=[CH:6][C:5]([NH2:9])=[C:4]([CH2:10][CH3:11])[CH:3]=1

Participants

4

Reactant 1

HCID 1176071544,5-Dichloro-2-vinylbenzenamine

Product 1

HCID 213368484,5-Dichloro-2-ethylbenzenamineYield 80%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 4,5-dichloro-2-vinylbenzenamine (3.0 g, 15.95 mmol), Pd/C (3.3 g, 10%) in MeOH (20 mL) was stirred at room temperature under H2 (1 atm) atmosphere for 4 h. The mixture was filtered and the filtrate was concentrated in vacuo to afford the desired product (2.4 g, 80% yield).

Workup

  1. filtrationThe mixture was filtered
  2. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-cc10df7abf0f42dcb0696e816e910d04
Source dataset
uspto-grants-2016_01
Patent number
US09227978B2

Reaction notes

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