Hydrochloric Acid → HCID 24948566, compound

HRID 555701Notes

Reaction equation

HRID 555701 reaction equation
C(O)[C@H]1O[C@H](O[C@:9]2([CH2:18][OH:19])[O:13][C@H:12]([CH2:14][OH:15])[C@@H:11](O)[C@@H:10]2O)[C@H](O)[C@@H](O)[C@@H]1O.Cl>O>[CH:18]([C:9]1[O:13][C:12]([CH2:14][O:15][CH:18]([O:15][CH2:14][C:12]2[O:13][C:9]([CH:18]=[O:19])=[CH:10][CH:11]=2)[C:9]2[O:13][C:12]([CH2:14][OH:15])=[CH:11][CH:10]=2)=[CH:11][CH:10]=1)=[O:19]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 5988Sucrose

Product 1

HCID 24948566HCID 24948566, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
100 °C

Procedure

120 g of water was added to 46.8 g of sucrose, then 0.8 g of hydrochloric acid was added, and the resultant substance was heated to be refluxed at 100° C. for 4 hours. After the substance was cooled down, extraction with 120 mL of ethyl acetate was repeated 3 times, and the obtained extract solution was washed with 50 mL of water. An appropriate amount of magnesium sulfate anhydride was added to perform dehydrating overnight. Then, magnesium sulfate was filtered out by a paper filter, and the filtrate was concentrated under reduced pressure using an evaporator to obtain 3.15 g of a flavor improving agent. From this flavor improving agent, 5-hydroxymethyl-2-furaldehyde bis(5-formylfurfuryl)acetal was obtained at a yield of 4.6% by weight by substantially the same refining means as that in Example 1.

Workup

  1. temperaturethe resultant substance was heated
  2. temperatureAfter the substance was cooled down
  3. extractionextraction with 120 mL of ethyl acetate
  4. extractionthe obtained extract solution
  5. washwas washed with 50 mL of water
  6. additionAn appropriate amount of magnesium sulfate anhydride was added
  7. filtrationThen, magnesium sulfate was filtered out by a paper
  8. filtrationfilter
  9. concentrationthe filtrate was concentrated under reduced pressure
  10. customan evaporator
  11. customto obtain 3.15 g of a flavor

Sources & evidence

ORD record
ord-86241a9576fc4f898b85d67a54705ada
Source dataset
uspto-grants-2011_11
Patent number
US08053467B2

Reaction notes

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