Bromine → 2-Bromo-5-methylcyclohexane-1,3-dione

HRID 510240Notes

Reaction equation

HRID 510240 reaction equation
[CH3:1][CH:2]1[CH2:7][C:6](=[O:8])[CH2:5][C:4](=[O:9])[CH2:3]1.[Br:10]Br>C(O)(=O)C>[Br:10][CH:5]1[C:6](=[O:8])[CH2:7][CH:2]([CH3:1])[CH2:3][C:4]1=[O:9]

Participants

4

Reactant 2

HCID 24408BromineHCID 4580955-Methylcyclohexane-1,3-dione

Product 1

HCID 669327192-Bromo-5-methylcyclohexane-1,3-dione

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To a solution of 5-methyl-1,3-cyclohexanedione (23) (45.4 g, 360 mmol) in acetic acid (540 mL) was added bromine (19.4 mL, 378 mmol) over 5 min. After 30 min of stirring (with mechanical stirrer), the reaction mixture was filtered. The solid was left under high vacuum overnight and used in the subsequent step without further purification.

Workup

  1. filtrationthe reaction mixture was filtered
  2. waitThe solid was left under high vacuum overnight
  3. customused in the subsequent step without further purification

Sources & evidence

ORD record
ord-55792b48e28443718f704f11fca12163
Source dataset
uspto-grants-2015_08
Patent number
US09096586B2

Reaction notes

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