Carbon Dioxide → D-(-)-Fructose

HRID 441476Notes

Reaction equation

HRID 441476 reaction equation
C(=O)=O.[O:4]=[CH:5][C@@H:6]([C@H:8]([C@@H:10]([C@@H:12]([CH2:14][OH:15])[OH:13])[OH:11])[OH:9])[OH:7]>O>[OH:4][CH2:5][C:6]([C@H:8]([C@@H:10]([C@@H:12]([CH2:14][OH:15])[OH:13])[OH:11])[OH:9])=[O:7]

Participants

4

Reactant 2

HCID 280Carbon DioxideHCID 107526(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanal

Product 1

HCID 5984D-(-)-FructoseYield 2,525%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The recovered crystals were suspended into chilled water, and the suspension was neutralized until below pH 10 by introducing carbon dioxide gas at 0° C. The precipitates of calcium carbonate were filtered, and the filtrate of which pH was about 8.5 was concentrated to 420 g. The concentrated solution contained 202 g fructose (Yield; 66.7%) and 8 g glucose. The concentrated solution was passed through two columns, one was packed with strongly acidic cation exchange resin and the other was packed with weakly basic anion exchange resin, and accordingly the solution was desalted and partially decolorized. The effluent was further treated with activated carbon, concentrated, and colorless solution (fructose concentration; 70%) was obtained.

Workup

  1. customThe precipitates of calcium carbonate
  2. filtrationwere filtered
  3. concentrationthe filtrate of which pH was about 8.5 was concentrated to 420 g

Sources & evidence

ORD record
ord-3453cd58a5d7402e921b33c97245b987
Source dataset
uspto-grants-1977_08
Patent number
US04040906

Reaction notes

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