Bromine → HCID 59591080, compound

HRID 2383305Notes

Reaction equation

HRID 2383305 reaction equation
[Br:1]Br.[CH3:3][C:4]1[C:9]([O:10][CH3:11])=[CH:8][CH:7]=[CH:6][C:5]=1[CH2:12][CH2:13][NH2:14]>ClCCl>[Br:1][C:6]1[C:5]([CH2:12][CH2:13][NH2:14])=[C:4]([CH3:3])[C:9]([O:10][CH3:11])=[CH:8][CH:7]=1

Participants

4

Reactant 2

HCID 24408BromineHCID 59994483HCID 59994483, compound

Product 1

HCID 59591080HCID 59591080, compoundYield 114.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

Bromine (2.38 g; 14.9 mmol) in dichloromethane (10 ml) was added to a solution of {2-[2-methyl-3-(methyloxy)phenyl]ethyl}amine (Preparation 10; 2.73 g; 16.52 mmol) in dichloromethane (150 ml) over 3 min at 0° C. Removal of the solvent, trituration with diethyl ether, filtration and drying under vacuum gave the title compound (4.17 g) as a pale orange solid.

Workup

  1. customRemoval of the solvent, trituration
  2. filtrationwith diethyl ether, filtration
  3. customdrying under vacuum

Sources & evidence

ORD record
ord-b36c816110f04659a9ef82420db1cad7
Source dataset
uspto-grants-2012_09
Patent number
US08263620B2

Reaction notes

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