Diethyl Ether → 2-Bromo-1-(5-bromothiophen-2-yl)ethan-1-one

HRID 1075629Notes

Reaction equation

HRID 1075629 reaction equation
[Br:1]Br.[C:3]([C:6]1[S:7][C:8]([Br:11])=[CH:9][CH:10]=1)(=[O:5])[CH3:4].O1CCOCC1.C(OCC)C>C(Cl)Cl>[Br:1][CH2:4][C:3]([C:6]1[S:7][C:8]([Br:11])=[CH:9][CH:10]=1)=[O:5]

Participants

6

Reactant 4

HCID 3283Diethyl EtherHCID 24408BromineHCID 312751,4-DioxaneHCID 793352-Acetyl-5-bromothiophene

Product 1

HCID 19883982-Bromo-1-(5-bromothiophen-2-yl)ethan-1-one

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of bromine (2.9 ml, 56.5 mmol) in 30 ml of CH2Cl2 was added dropwise to a solution of 2-acetyl-5-bromothiophene (10 g, 49 mmol), dioxane (55 ml) and ethyl ether (55 ml). The stirring was continued for 1 h and then the reaction medium was poured into a water/ice mixture and extracted with ethyl ether. The organic phase was washed twice with water, dried over magnesium sulfate and concentrated in a rotary evaporator under vacuum.

Workup

  1. extractionextracted with ethyl ether
  2. washThe organic phase was washed twice with water
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated in a rotary evaporator under vacuum

Sources & evidence

ORD record
ord-7d6ed3a5327a4f8dbcc39a02b253f676
Source dataset
uspto-grants-1999_05
Patent number
US05905088

Reaction notes

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