Bromine → HCID 11265458, compound

HRID 413014Notes

Reaction equation

HRID 413014 reaction equation
[Br:1]Br.[CH3:3][O:4][C:5]1[CH:12]=[CH:11][CH:10]=[C:9]([S:13][CH3:14])[C:6]=1[CH:7]=[O:8]>O1CCOCC1>[Br:1][C:12]1[C:5]([O:4][CH3:3])=[C:6]([C:9]([S:13][CH3:14])=[CH:10][CH:11]=1)[CH:7]=[O:8]

Participants

4

Reactant 2

HCID 24408BromineHCID 11275398HCID 11275398, compound

Product 1

HCID 11265458HCID 11265458, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
50 °C

Procedure

Bromine (28.8 g, 0.18 mol) (dissolved in dioxane (500 ml)) was added dropwise to a solution of 2-methoxy-6-methylsulfanylbenzaldehyde (22 g, 0.12 mol) in dioxane (500 ml), and the mixture was stirred at 50° C. for 6 h. The mixture was then concentrated, the residue was taken up in CH2Cl2 and the mixture was washed with water, dried over MgSO4 and concentrated. The solid was recrystallized from diisopropyl ether.

Workup

  1. concentrationThe mixture was then concentrated
  2. washthe mixture was washed with water
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated
  5. customThe solid was recrystallized from diisopropyl ether

Sources & evidence

ORD record
ord-25cc6adba2cb4602963048a6fbc435f1
Source dataset
uspto-grants-2003_05
Patent number
US06566307B1

Reaction notes

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