Bromine → 3-Bromo-1-o-tolyl-propane-1,2-dione

HRID 2119595Notes

Reaction equation

HRID 2119595 reaction equation
[C:1]1([CH3:12])[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7](=[O:11])[C:8](=[O:10])[CH3:9].[Br:13]Br>C(Cl)(Cl)Cl.C(O)(=O)C>[Br:13][CH2:9][C:8](=[O:10])[C:7]([C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][C:1]=1[CH3:12])=[O:11]

Participants

5

Reactant 2

HCID 24408BromineHCID 149200021-o-Tolyl-propane-1,2-dione

Product 1

HCID 128858763-Bromo-1-o-tolyl-propane-1,2-dioneYield 98%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 6212ChloroformSolvent

Conditions

Temperature
70 °C

Procedure

A mixture of 3 g (18.49 mmol) 1-o-Tolyl-propane-1,2-dione and 1.05 ml (20.34 mmol) bromine in 30 ml CHCl3 and 0.53 ml acetic acid was heated to 70° C. for 16 h. The mixture was evaporated under reduced pressure to yield 4.35 g (98%) of the title compound.

Workup

  1. customThe mixture was evaporated under reduced pressure

Sources & evidence

ORD record
ord-c4a31f75b10b41d29be26c9800e1bce8
Source dataset
uspto-grants-2004_02
Patent number
US06686381B2

Reaction notes

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