Iodoethane → HCID 14184042, compound

HRID 1607646Notes

Reaction equation

HRID 1607646 reaction equation
[CH3:1][C:2](CC)=O.C(=O)([O-])[O-].[K+].[K+].C(I)C.[OH:15][C:16]1[CH:17]=[C:18]2[C:23](=[CH:24][C:25]=1[O:26][CH3:27])[O:22][C:21]([CH3:29])([CH3:28])[CH2:20][C:19]2=[O:30]>>[CH2:1]([O:15][C:16]1[CH:17]=[C:18]2[C:23](=[CH:24][C:25]=1[O:26][CH3:27])[O:22][C:21]([CH3:28])([CH3:29])[CH2:20][C:19]2=[O:30])[CH3:2]

Participants

5

Reactant 4

HCID 6340IodoethaneHCID 6569Methyl Ethyl KetoneHCID 11430Potassium CarbonateHCID 12637720HCID 12637720, compound

Product 1

HCID 14184042HCID 14184042, compoundYield 95%

Procedure

In 100 ml of methyl-ethyl-ketone 4.45 g (20 millimoles) of 6-hydroxy-7-methoxy-2,2-dimethyl-4-chromanone are dissolved, whereupon 4.1 g (30 millimoles) of potassium carbonate and 4.7 g (2.4 ml, 30 millimoles) of ethyl iodide are added and the reaction mixture is refluxed for 5 hours. The precipitated inorganic salt is filtered off, washed twice with 20 ml of acetone each and the solvent is removed. The residue is crystallized from 90% ethanol. Thus 4.75 g of the desired compound are obtained, yield 95%. Mp.: 86°-87° C.

Workup

  1. additionare added
  2. temperaturethe reaction mixture is refluxed for 5 hours
  3. filtrationThe precipitated 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 90% ethanol

Sources & evidence

ORD record
ord-6623377651ea4f9f9424b59ce4d109a7
Source dataset
uspto-grants-1989_09
Patent number
US04866089

Reaction notes

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