Bromine → Ethyl 3-bromo-4-oxocyclohexane-1-carboxylate

HRID 1619986Notes

Reaction equation

HRID 1619986 reaction equation
[CH2:1]([O:3][C:4]([CH:6]1[CH2:11][CH2:10][C:9](=[O:12])[CH2:8][CH2:7]1)=[O:5])[CH3:2].[Br:13]Br>C(OCC)C>[Br:13][CH:8]1[C:9](=[O:12])[CH2:10][CH2:11][CH:6]([C:4]([O:3][CH2:1][CH3:2])=[O:5])[CH2:7]1

Participants

4

Reactant 2

HCID 24408BromineHCID 317638Ethyl 4-oxocyclohexanecarboxylate

Product 1

HCID 12917737Ethyl 3-bromo-4-oxocyclohexane-1-carboxylate

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

11.65 g (68.45 mmol) ethyl-4-oxo-cyclohexanecarboxylate are dissolved in 200 ml diethyl ether and cooled to −13° C., at this temperature 3.5 ml (68.45 mmol) bromine are slowly added dropwise. The reaction mixture is extracted with water, with 10% sodium hydrogen carbonate solution and then again with water, then it is dried on magnesium sulphate and the solv. is eliminated completely i. V.

Workup

  1. additionare slowly added dropwise
  2. extractionThe reaction mixture is extracted with water, with 10% sodium hydrogen carbonate solution
  3. dry with materialagain with water, then it is dried on magnesium sulphate

Sources & evidence

ORD record
ord-920a1291d12c4c278de8cf19b8f0d76d
Source dataset
uspto-grants-2014_07
Patent number
US08772323B2

Reaction notes

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