Potassium Iodide → HCID 22158825, compound

HRID 1073377Notes

Reaction equation

HRID 1073377 reaction equation
Br[CH2:2][CH2:3]Br.[OH:5][C:6]1[CH:7]=[C:8]2[C:13](=[CH:14][C:15]=1[OH:16])[O:12][C:11]([CH3:18])([CH3:17])[CH2:10][C:9]2=[O:19].C(=O)([O-])[O-].[K+].[K+].[I-].[K+]>CC(CC)=O>[CH2:2]1[CH2:3][O:16][C:15]2[CH:14]=[C:13]3[C:8]([C:9](=[O:19])[CH2:10][C:11]([CH3:17])([CH3:18])[O:12]3)=[CH:7][C:6]=2[O:5]1

Participants

6

Reactant 4

HCID 4875Potassium IodideHCID 78391,2-DibromoethaneHCID 11430Potassium CarbonateHCID 126377192,2-Dimethyl-6,7-dihydroxy-4-chromanone

Product 1

HCID 22158825HCID 22158825, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent2×

Conditions

Temperature
60 °C

Procedure

To a stirred mixture of 100 ml of methyl-ethylketone and 2.6 ml (30 millimoles) of 1,2-dibromo ethane heated to 60° C. 4.2 g (20 millimoles) of 6,7-dihydroxy-2,2-dimethyl-4-chromanone and a suspension of 8.3 g (60 millimoles) of potassium carbonate and 0.5 g of potassium iodide in 100 ml of methyl-ethyl ketone are added dropwise within 3 hours. The reaction mixture is heated to boiling for 5 hours. The inorganic salt is filtered off, washed twice with 20 ml of acetone each and the solvent is removed. The residue is crystallized from 70% ethanol. Thus, 3.75 g of the desired compound are obtained, yield 80%. Mp.: 118°-119° C.

Workup

  1. additionare added dropwise within 3 hours
  2. temperatureThe reaction mixture is heated
  3. filtrationThe inorganic salt is filtered off
  4. washwashed twice with 20 ml of acetone each and the solvent
  5. customis removed
  6. customThe residue is crystallized from 70% ethanol

Sources & evidence

ORD record
ord-05c3f396bfd04f828bb2d838907e15b4
Source dataset
uspto-grants-1990_11
Patent number
US04968819

Reaction notes

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