Bromine → 2-Bromo-1-[2-(1-methylethoxy)phenyl]ethanone

HRID 880233Notes

Reaction equation

HRID 880233 reaction equation
[CH:1]([O:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[C:11](=[O:13])[CH3:12])([CH3:3])[CH3:2].[Br:14]Br>CCOCC>[Br:14][CH2:12][C:11]([C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=1[O:4][CH:1]([CH3:3])[CH3:2])=[O:13]

Participants

4

Reactant 2

HCID 24408BromineHCID 41584831-(2-isopropoxyphenyl)ethanone

Product 1

HCID 887805782-Bromo-1-[2-(1-methylethoxy)phenyl]ethanoneYield 97.2%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Dissolve 1-(2-isopropoxyphenyl)ethanone (1.0 g, 6 mmol) in Et2O (25 mL) and add bromine (0.3 mL, 6 mmol) drop-wise while stirring stir the mixture in the dark at ambient temperature. Wash the reaction mixture with a saturated aqueous Na2CO3 solution. Dry it over MgSO4; filter; collect the filtrate; removed the volatiles under reduced pressure to provide the title compound (1.5 g, 83%). MS (m/z): 258 (M+1).

Workup

  1. stirringstir the mixture in the dark at ambient temperature
  2. washWash the reaction mixture with a saturated aqueous Na2CO3 solution
  3. dry with materialDry it over MgSO4
  4. filtrationfilter
  5. customcollect the filtrate
  6. customremoved the volatiles under reduced pressure

Sources & evidence

ORD record
ord-e253c7b8d67a4f84a2ca2f7cfa147806
Source dataset
uspto-grants-2015_03
Patent number
US08993568B2

Reaction notes

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