Bromine → omega-Bromo-2-benzyloxy-acetophenone

HRID 450839Notes

Reaction equation

HRID 450839 reaction equation
[Br:1]Br.[CH2:3]([O:10][CH2:11][C:12]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)=[O:13])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1>CCOCC>[Br:1][CH:11]([O:10][CH2:3][C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1)[C:12]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)=[O:13]

Participants

4

Reactant 2

HCID 24408BromineHCID 112531252-(Benzyloxy)-1-phenylethan-1-one

Product 1

HCID 20153830omega-Bromo-2-benzyloxy-acetophenone

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Bromine (1.4 g, 8.8 mmol) is added dropwise with stirring to a solution of 2-benzyloxy-acetophenone (2.0 g, 8.8 mmol) in dry ether (30 ml) at room temperature. After stirring for additional 2 h the solution is washed with water and dried over sodium sulfate. Evaporation of the filtered solution yields the title compound. 1H-NMR (CDCl3, 400 MHz): 7.83-7.81 (m, 1H); 7.49-7.38 (m, 6H); 7.06-7.00 (m, 2H); 5.18 (s, 2H), 4.52 (s, 3H).

Workup

  1. washis washed with water
  2. dry with materialdried over sodium sulfate
  3. customEvaporation of the filtered solution

Sources & evidence

ORD record
ord-b129e528a5e541cc8d97e01e6c55ef71
Source dataset
uspto-grants-2013_07
Patent number
US08486996B2

Reaction notes

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