Methyl iodide → HCID 14453663, compound

HRID 1607624Notes

Reaction equation

HRID 1607624 reaction equation
[CH3:1][C:2]([CH2:4][CH3:5])=[O:3].[C:6](=[O:9])([O-])[O-].[Na+].[Na+].[CH3:12]I.OC1[CH:16]=[C:17]2[C:22](=[CH:23]C=1O)[O:21][CH:20](C)[CH:19](C)[C:18]2=[O:28]>>[CH3:12][O:3][C:2]1[CH:1]=[C:19]2[C:20](=[CH:5][C:4]=1[O:9][CH3:6])[O:21][CH:22]([CH3:23])[CH:17]([CH3:16])[C:18]2=[O:28]

Participants

5

Reactant 4

HCID 6328Methyl iodide2×HCID 6569Methyl Ethyl KetoneHCID 10340Sodium CarbonateHCID 22158834HCID 22158834, compound

Product 1

HCID 14453663HCID 14453663, compoundYield 91%

Procedure

In 80 ml of methyl-ethyl-ketone 4.2 g (20 millimoles) of 6,7-dihydroxy-2,3-dimethyl-4-chromanone are dissolved. To the solution 6.4 g (60 millimoles) of sodium carbonate and 8.5 g (3.8 ml, 60 millimoles) of methyl iodide are added and the reaction mixture is refluxed for 4 hours. After addition of a further 2.8 g (1.2 ml, 20 millimoles) of methyl iodide the reaction mixture is refluxed for further 3 hours. The reaction mixture is worked up according to Example 1. Thus 4.3 g of the desired compound are obtained, yield 91.0%. Mp.: 171°-172° C.

Workup

  1. temperaturethe reaction mixture is refluxed for 4 hours
  2. temperatureis refluxed for further 3 hours

Sources & evidence

ORD record
ord-7419416b72364d2e8ce764767a0c660e
Source dataset
uspto-grants-1989_09
Patent number
US04866089

Reaction notes

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