Bromine → 1,3-Cyclohexanedione, 2-bromo-5,5-dimethyl-

HRID 1364081Notes

Reaction equation

HRID 1364081 reaction equation
[CH3:1][C:2]1([CH3:10])[CH2:7][C:6](=[O:8])[CH2:5][C:4](=[O:9])[CH2:3]1.[Br:11]Br>CC(O)=O>[Br:11][CH:5]1[C:6](=[O:8])[CH2:7][C:2]([CH3:10])([CH3:1])[CH2:3][C:4]1=[O:9]

Participants

4

Reactant 2

HCID 24408BromineHCID 31358Dimedone

Product 1

HCID 709581,3-Cyclohexanedione, 2-bromo-5,5-dimethyl-

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To a stirred solution of 5,5-dimethylcyclohexane-1,3-dione (1.4 g, 10 mmol) in AcOH (20 mL) at r.t. was added bromine (1.6 g, 0.51 mL, 10 mmol) dropwise. The reaction was carried out according to Method A to give the title compound in quantitative yield as a light brown solid, which was used without further purification. LCMS (ES+) 218.9 (M+H)+.

Sources & evidence

ORD record
ord-7df89005e6594818b06b1ce7612b3637
Source dataset
uspto-grants-2011_02
Patent number
US07888344B2

Reaction notes

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