Diethyl Ether → p-Chlorophenacyl bromide

HRID 2071895Notes

Reaction equation

HRID 2071895 reaction equation
[CH3:1][C:2]([C:4]1[CH:9]=[CH:8][C:7]([Cl:10])=[CH:6][CH:5]=1)=[O:3].CCOCC.[Br:16]Br>O1CCOCC1>[CH:5]1[C:4]([C:2]([CH2:1][Br:16])=[O:3])=[CH:9][CH:8]=[C:7]([Cl:10])[CH:6]=1

Participants

5

Procedure

To a stirred, cooled solution of 4-chloroacetophenone (100 g, 0.65 mole), anhydrous ether (650 ml) and dioxane (325 ml) was added bromine (35 ml, 0.65 mole) dropwise over a period of 1.25 hours, keeping the temperature at 20° C. (±5° C.). The solution was then washed with water (3 × 1 l). The collected ether layer was dried over magnesium sulfate and the ether solution was evaporated under reduced pressure to give a solid. The solid was washed with water, collected by filtration, and air-dried to give the α-bromo-4-chloroacetophenone.

Workup

  1. customat 20° C.
  2. custom(±5° C.)
  3. washThe solution was then washed with water (3 × 1 l)
  4. dry with materialThe collected ether layer was dried over magnesium sulfate
  5. customthe ether solution was evaporated under reduced pressure
  6. customto give a solid
  7. washThe solid was washed with water
  8. filtrationcollected by filtration
  9. customair-dried

Sources & evidence

ORD record
ord-675651b12dee4e628a75a408a3b2658b
Source dataset
uspto-grants-1977_09
Patent number
US04049650

Reaction notes

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