Potassium Iodide → HCID 13091009, compound

HRID 435847Notes

Reaction equation

HRID 435847 reaction equation
Br[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][O:7][C:8]1[CH:23]=[CH:22][C:11]2[C:12](=[O:21])[CH:13]=[C:14]([C:16]([O:18]CC)=[O:17])[O:15][C:10]=2[CH:9]=1.[C:24](=[O:27])([O-])[O-].[K+].[K+].[I-].[K+]>CC(C)=O>[O:21]=[C:12]1[C:11]2[CH:22]=[CH:23][C:24]([O:27][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][O:7][C:8]3[CH:23]=[CH:22][C:11]4[C:12](=[O:21])[CH:13]=[C:14]([C:16]([OH:18])=[O:17])[O:15][C:10]=4[CH:9]=3)=[CH:9][C:10]=2[O:15][CH:14]=[CH:13]1

Participants

5

Reactant 3

HCID 4875Potassium IodideHCID 11430Potassium CarbonateHCID 13091005HCID 13091005, compound

Product 1

HCID 13091009HCID 13091009, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of 4.6 parts of 7-(5-bromopentyloxy)4-oxo-4H-1-benzopyran-2-carboxylic acid, ethyl ester, 2 parts of ethyl 7hydroxychromone-2-carboxylate,1,8 parts of potassium carbonate, a few potassium iodide crystals and 80 parts by volume of dry acetone was refluxed on a steam bath for 20 hr. The cooled mixture was filtered and the filtrate evaporated down to give an oil which when treated with petroleum ether (40°-60°), solidified to give 4.0 parts of crude product. Crystallisation from ethanol gave 2.9 parts of 7-[5-(4-oxo-4H-1-benzopyran-7-yloxy)pentyloxy]-4-oxo-4H-1-benzopyran-2-carboxylic acid; ethyl ester, m.p. 113°-116°.

Workup

  1. filtrationThe cooled mixture was filtered
  2. customthe filtrate evaporated down
  3. customto give an oil which when
  4. customto give 4.0 parts of crude product
  5. customCrystallisation from ethanol

Sources & evidence

ORD record
ord-ede8ed1cf2be4ceeb6e90690bc60eddb
Source dataset
uspto-grants-1977_02
Patent number
US04006245

Reaction notes

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