Water → HCID 13025224, compound

HRID 497028Notes

Reaction equation

HRID 497028 reaction equation
[C:1]([O-])([O-])=O.[K+].[K+].CI.O.[OH:10][C:11]1[C:20]2[O:19][CH2:18][CH2:17][O:16][C:15]=2[CH:14]=[CH:13][C:12]=1[C:21](=[O:23])[CH3:22]>CN(C=O)C>[CH3:1][O:10][C:11]1[C:20]2[O:19][CH2:18][CH2:17][O:16][C:15]=2[CH:14]=[CH:13][C:12]=1[C:21](=[O:23])[CH3:22]

Participants

6

Reactant 4

HCID 962WaterHCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 2780179HCID 2780179, compound

Product 1

HCID 13025224HCID 13025224, compoundYield 70.9%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
80 °C

Procedure

In a round-bottomed flask, 500 mg of 1-(5-Hydroxy-2,3-dihydro-1,4-benzodioxin-6-yl)ethan-1-one was dissolved in 1 mL of DMF. To this solution was added, 414 mg of K2CO3, and methyl iodide (1 mL, excess). The reaction was heated to 80° C. overnight. The reaction was poured into water and extracted with diethyl ether. The organic extract was washed with brine, dried (Na2SO4), filtered, and concentrated to afford 0.38 g (70%) of the acetophenone 8.

Workup

  1. additionTo this solution was added
  2. extractionextracted with diethyl ether
  3. extractionThe organic extract
  4. washwas washed with brine
  5. dry with materialdried (Na2SO4)
  6. filtrationfiltered
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-d483df3091944905a5813cdeb0c11159
Source dataset
uspto-grants-2005_09
Patent number
US06949544B2

Reaction notes

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