Methyl iodide → HCID 19428132, compound

HRID 1078602Notes

Reaction equation

HRID 1078602 reaction equation
[OH:1][C:2]1[C:3]([O:17][CH3:18])=[CH:4][C:5]2[O:10][C:9](=[O:11])[C:8]([CH2:12][CH2:13][OH:14])=[C:7]([CH3:15])[C:6]=2[CH:16]=1.CI.[C:21](=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[OH:14][CH2:13][CH2:12][C:8]1[C:9](=[O:11])[O:10][C:5]2[CH:4]=[C:3]([O:17][CH3:18])[C:2]([O:1][CH3:21])=[CH:16][C:6]=2[C:7]=1[CH3:15]

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 19428152HCID 19428152, compound

Product 1

HCID 19428132HCID 19428132, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

40.0 g (160 mmol) of 6-hydroxy-3-(2-hydroxyethyl)-7-methoxy-4-methyl-2H-1-benzopyran-2-one (Example 41), 45.4 g (320 mmol) of methyl iodide and 66.3 g (480 mmol) of potassium carbonate in 500 ml of DMF are stirred for 22 hours at 60° to 80° C. The reaction solution is evaporated, extracted with chloroform, and the organic phase is washed with dilute sodium hydroxide and with water, dried with Na2SO4, and re-evaporated. Yield 31.6 g (75%); m.p. 184°-187° C. (from isopropanol).

Workup

  1. customThe reaction solution is evaporated
  2. extractionextracted with chloroform
  3. washthe organic phase is washed with dilute sodium hydroxide and with water
  4. dry with materialdried with Na2SO4
  5. customre-evaporated

Sources & evidence

ORD record
ord-4f69751e1e3d4c9586a6b94a5e455fb5
Source dataset
uspto-grants-1996_08
Patent number
US05550129

Reaction notes

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