Water → HCID 68176657, compound

HRID 1048914Notes

Reaction equation

HRID 1048914 reaction equation
OCC1C=C(CO)[CH:10]=[C:9]2[C:4]=1[C:5](=[O:15])[CH:6]=[CH:7][O:8]2.C[C:17]([CH3:20])([O-:19])[CH3:18].[K+].[C:22](Cl)(=[O:38])[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH3:37].O.CN(C)[CH:43]=[O:44]>>[C:22]([O:19][C:17]1[CH:18]=[C:7]2[C:6]([C:5](=[O:15])[CH:4]=[C:9]([CH3:10])[O:8]2)=[C:43]([OH:44])[CH:20]=1)(=[O:38])[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH3:37]

Participants

6

Reactant 5

HCID 962WaterHCID 6228Dimethylformamide2×HCID 8206Palmitoyl chlorideHCID 23665647Potassium tert-butoxideHCID 70558552HCID 70558552, compound

Product 1

HCID 68176657HCID 68176657, compound

Conditions

Temperature
30 °C

Procedure

5,7-Dihydroxymethylchromone (15 g, 78 mmol) is dissolved in N,N-dimethylformamide (360 ml), and potassium tert-butoxide (9 g, 80 mmol) is added to the brown solution under a stream of nitrogen. The mixture is subsequently heated at 30° C. for 2.5 h. Palmitoyl chloride (24 ml, 79.5 mmol) in N,N-dimethylformamide (80 ml) is then slowly added dropwise to the solution at 30° C. The resultant suspension is stirred at 30° C. for a further 2 hours, and 400 ml of DI water are then added dropwise. After 1 hour, the solid is filtered off with suction via a suction filter, dried well by suction and dried at 40° C. in a vacuum drying cabinet.

Workup

  1. filtrationthe solid is filtered off with suction via a suction
  2. filtrationfilter
  3. customdried well by suction
  4. customdried at 40° C. in a vacuum
  5. customdrying cabinet

Sources & evidence

ORD record
ord-57f8f9873bae477cb573aea59de70f82
Source dataset
uspto-grants-2016_07
Patent number
US09382224B2

Reaction notes

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