Potassium Iodide → HCID 57887335, compound

HRID 1819542Notes

Reaction equation

HRID 1819542 reaction equation
[OH:1][C:2]1[C:11](=[O:12])[C:10]2[C:5](=[CH:6][C:7]([I:13])=[CH:8][CH:9]=2)[O:4][C:3]=1[C:14]1[CH:19]=[C:18]([O:20][CH3:21])[C:17]([O:22][CH2:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)=[C:16]([O:30][CH3:31])[CH:15]=1.C(=O)([O-])[O-].[K+].[K+].[I-].[K+].[CH2:40](Cl)[C:41]1[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=1>CC(C)=O>[CH2:40]([O:1][C:2]1[C:11](=[O:12])[C:10]2[C:5](=[CH:6][C:7]([I:13])=[CH:8][CH:9]=2)[O:4][C:3]=1[C:14]1[CH:15]=[C:16]([O:30][CH3:31])[C:17]([O:22][CH2:23][C:24]2[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=2)=[C:18]([O:20][CH3:21])[CH:19]=1)[C:41]1[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=1

Participants

6

Reactant 4

HCID 4875Potassium IodideHCID 7503Benzyl ChlorideHCID 11430Potassium CarbonateHCID 57887316HCID 57887316, compound

Product 1

HCID 57887335HCID 57887335, compoundYield 103.3%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A stirring suspension of 3-hydroxy-7-iodo-(4-benzyloxy-3,5-dimethoxyphenyl)-chromen-4-one (5 g, 9 mmol), potassium carbonate (6.2 g, 45 mmol, 4.8 equ), potassium iodide (0.64 A, 4 mmol, 0.4 equ) and benzyl chloride (1.7 ml, 15 mmol, 1.6 equ) in acetone (150 ml) under nitrogen was heated to reflux for 19 hours. The reaction was filtered and the filtrate concentrated in vacuo to give an cream solid. This solid was recrystallised from isopropanol to give 35 (5.77 g, 99%) as a white solid.

Workup

  1. temperaturewas heated
  2. temperatureto reflux for 19 hours
  3. filtrationThe reaction was filtered
  4. concentrationthe filtrate concentrated in vacuo
  5. customto give an cream solid
  6. customThis solid was recrystallised from isopropanol

Sources & evidence

ORD record
ord-19c0d47e80ac4fe5b7d2197c6fda7f9d
Source dataset
uspto-grants-2009_10
Patent number
US07601754B2

Reaction notes

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