Bromine → HCID 87404841, compound

HRID 579446Notes

Reaction equation

HRID 579446 reaction equation
[Br:1]Br.[OH:3][C:4]1[CH:13]=[C:12]2[C:7]([C:8]([CH3:15])=[CH:9][C:10](=[O:14])[O:11]2)=[CH:6][C:5]=1[O:16][CH3:17].S(=O)(O)[O-].[Na+]>C(O)(=O)C>[Br:1][C:9]1[C:10](=[O:14])[O:11][C:12]2[C:7]([C:8]=1[CH3:15])=[CH:6][C:5]([O:16][CH3:17])=[C:4]([OH:3])[CH:13]=2

Participants

5

Reactant 3

HCID 24408BromineHCID 53739007-Hydroxy-6-methoxy-4-methyl-2H-chromen-2-oneHCID 23665763Sodium Bisulfite

Product 1

HCID 87404841HCID 87404841, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

A bromine (2.55 g, 15.96 mmol) solution in acetic acid (8 mL) was added dropwise to a stirred suspension of 7-hydroxy-6-methoxy-4-methyl-chromen-2-one (3.20 g, 15.5 mmol) in glacial acetic acid (31 mL) at room temperature. The mixture was stirred for 10 min, then poured onto crushed ice (400 mL). To the resultant, light, yellow suspension, 1 mL of saturated sodium bisulphite solution was added and the mixture was allowed to reach room temperature. The precipitated solids were filtered off, washed with water, dried and recrystallized from glacial acetic acid. The obtained white powder (3.39 g, 11.88 mmol, 76%) was used without further purification.

Workup

  1. additionpoured
  2. customto reach room temperature
  3. filtrationThe precipitated solids were filtered off
  4. washwashed with water
  5. customdried
  6. customrecrystallized from glacial acetic acid

Sources & evidence

ORD record
ord-f193d5f4a0c143adb889b8e4fbfbda26
Source dataset
uspto-grants-2015_05
Patent number
US09040714B2

Reaction notes

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