Bromine → HCID 66759713, compound

HRID 2063784Notes

Reaction equation

HRID 2063784 reaction equation
[Br:1]Br.[CH3:3][C:4]1([CH3:16])[C:8](=[O:9])[C:7]2[CH:10]=[CH:11][C:12]([CH3:15])=[C:13]([CH3:14])[C:6]=2[O:5]1.S([O-])([O-])=O.[Na+].[Na+]>C(O)(=O)C>[Br:1][C:11]1[C:12]([CH3:15])=[C:13]([CH3:14])[C:6]2[O:5][C:4]([CH3:16])([CH3:3])[C:8](=[O:9])[C:7]=2[CH:10]=1

Participants

5

Reactant 3

HCID 24408BromineHCID 24437Sodium SulfiteHCID 231142662,2,6,7-Tetramethyl-1-benzofuran-3(2H)-one

Product 1

HCID 66759713HCID 66759713, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Bromine (10.0 mL, 195 mmol) was added to a solution of acetic acid (150 mL) containing 2,2,6,7-tetramethyl-1-benzofuran-3(2H)-one (26.4 g, 139 mmol) synthesized in Reference Example 17, and the mixture was stirred at room temperature for 3 hours. After that, the reaction solution was poured into 5% aqueous solution of sodium sulfite. The generated crystals were collected by filtration, and recrystallized from methanol to give 32.8 g of the title compound (yield: 88%).

Workup

  1. customsynthesized in Reference Example 17
  2. filtrationThe generated crystals were collected by filtration
  3. customrecrystallized from methanol

Sources & evidence

ORD record
ord-035fc6326e89457793ed2bc2bbdd2703
Source dataset
uspto-grants-2012_10
Patent number
US08288390B2

Reaction notes

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