Reaction #3066

ord-43fc139c41d84237a967f7fa62214d1c

Reaction equation

CCOC(=O)c1ccc(C)c(Br)c1
ethyl 3-bromo-4-methylbenzoate
O=C1CCC(=O)N1Br
NBS
O=C(OOC(=O)c1ccccc1)c1ccccc1
benzoyl peroxide
→
CCOC(=O)c1ccc(CBr)c(Br)c1
ethyl 3-bromo-4-bromomethylbenzoate

Reactants

CCOC(=O)c1ccc(C)c(Br)c1
ethyl 3-bromo-4-methylbenzoate
O=C1CCC(=O)N1Br
NBS
O=C(OOC(=O)c1ccccc1)c1ccccc1
benzoyl peroxide

Reagents

None

Solvents

ClC(Cl)(Cl)Cl
CCl4

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Temperaturewas refluxed for 4 h
  2. 2
    Filtrationprocessed by filtration and chromatography

Procedure

A mixture of 1.0 mmol of ethyl 3-bromo-4-methylbenzoate, 1.0 mmol NBS, and 0.02 mmol benzoyl peroxide in 5 mL CCl4 was refluxed for 4 h and then processed by filtration and chromatography to provide ethyl 3-bromo-4-bromomethylbenzoate as an oil.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05731432uspto-grants-1998_03