Bromine → HCID 67345299, compound

HRID 1669388Notes

Reaction equation

HRID 1669388 reaction equation
C[O:2][C:3]1[CH:8]=[C:7]([CH3:9])[N:6]([CH3:10])[C:5](=[O:11])[C:4]=1[C:12](=[O:27])[CH:13]=[CH:14][C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([O:21][CH2:22][C:23]([O:25][CH3:26])=[O:24])[CH:16]=1.[Br:28]Br>C(Cl)(Cl)Cl>[Br:28][C:8]1[C:3]([OH:2])=[C:4]([C:12](=[O:27])[CH:13]=[CH:14][C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([O:21][CH2:22][C:23]([O:25][CH3:26])=[O:24])[CH:16]=2)[C:5](=[O:11])[N:6]([CH3:10])[C:7]=1[CH3:9]

Participants

4

Reactant 2

HCID 24408BromineHCID 67345292HCID 67345292, compound

Product 1

HCID 67345299HCID 67345299, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

To a solution of 0.50 g of 4-methoxy-3-[3-[3-[(methoxycarbonyl)methoxy]phenyl]-1-oxo-2-propenyl]-1,6-dimethyl-2(1H)-pyridinone in 15 ml of chloroform was added dropwise a solution of 70 μl of bromine in 7 ml of chloroform under ice-cooling. After stirred for 1 hour under ice-cooling, the solvent was distilled off under reduced pressure, and the resulting residue was subjected to silica gel column chromatography to obtain 0.09 g of 5-bromo-4-hydroxy-3-[3-[3-[(methoxycarbonyl)methoxy]phenyl]-1-oxo-2-propenyl]-1,6-dimethyl-2(1H)-pyridinone [Compound No. (1d)] as a yellow crystal.

Workup

  1. temperaturecooling
  2. temperaturecooling
  3. distillationthe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-2893b68e97344bcab144554cc8dc8bcb
Source dataset
uspto-grants-2011_08
Patent number
US07989478B2

Reaction notes

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