1,2-Dibromoethane → Methyl {3-[(2-bromoethyl)amino]phenyl}acetate

HRID 869361Notes

Reaction equation

HRID 869361 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([CH2:8][C:9]([O:11][CH3:12])=[O:10])[CH:5]=[CH:6][CH:7]=1.[Br:13][CH2:14][CH2:15]Br>>[Br:13][CH2:14][CH2:15][NH:1][C:2]1[CH:3]=[C:4]([CH2:8][C:9]([O:11][CH3:12])=[O:10])[CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 78391,2-DibromoethaneHCID 13054266Methyl 3-aminophenylacetate

Product 1

HCID 58552026Methyl {3-[(2-bromoethyl)amino]phenyl}acetate

Procedure

Methyl (3-aminophenyl)acetate (1 g) and 1,2-dibromoethane (5 ml) were heated at 100° C. for 5 hours. After cooling, the resultant was purified by column chromatography (ethyl acetate:isohexane 7:3) to give the titled compound as an oil. Yield: 280 mg (17%).

Workup

  1. temperatureAfter cooling
  2. customthe resultant was purified by column chromatography (ethyl acetate:isohexane 7:3)

Sources & evidence

ORD record
ord-ebc66ebbcd314771be65d7270193e5b6
Source dataset
uspto-grants-2015_03
Patent number
US08969362B2

Reaction notes

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