Kojic Acid → HCID 14749912, compound

HRID 2081667Notes

Reaction equation

HRID 2081667 reaction equation
[CH:1]1[C:6](=[O:7])[C:5]([OH:8])=[CH:4][O:3][C:2]=1[CH2:9][OH:10].C(=O)([O-])[O-].[K+].[K+].[CH2:17](Br)[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH3:34].[I-].[K+]>O.CN(C)C=O>[OH:10][CH2:9][C:2]1[O:3][CH:4]=[C:5]([O:8][CH2:34][CH2:33][CH2:32][CH2:31][CH2:30][CH2:29][CH2:28][CH2:27][CH2:26][CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH3:17])[C:6](=[O:7])[CH:1]=1

Participants

7

Reactant 4

HCID 3840Kojic AcidHCID 4875Potassium IodideHCID 82181-BromooctadecaneHCID 11430Potassium Carbonate

Product 1

HCID 14749912HCID 14749912, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Conditions

Temperature
90 °C

Procedure

A mixture of 56.8 g (0.4 mole) kojic acid, 55,3 g (0.4 mole) potassium carbonate, 133.3 g (0.4 mole) 1-octadecyl bromide, 1 g potassium iodide and 450 mL anhydrous dimethylformamide is stirred for 10 hours at 90° C. After cooling, the mixture is mixed with 1.5 L of water, the precipitate formed is filtered off, well stirred up once with ethyl acetate, filtered off and recrystallized from propan-2-ol with the addition of active charcoal. There is obtained a colorless product: m.p. 71°-73° C.

Workup

  1. temperatureAfter cooling
  2. customthe precipitate formed
  3. filtrationis filtered off
  4. stirringwell stirred up once with ethyl acetate
  5. filtrationfiltered off
  6. customrecrystallized from propan-2-ol with the addition of active charcoal
  7. customThere is obtained a colorless product

Sources & evidence

ORD record
ord-b3f92e43429c44a5b60a7da2fe36f738
Source dataset
uspto-grants-1993_02
Patent number
US05185352

Reaction notes

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