(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanal → D-(-)-Fructose

HRID 1658675Notes

Reaction equation

HRID 1658675 reaction equation
[O:1]=[CH:2][C@@H:3]([C@H:5]([C@@H:7]([C@@H:9]([CH2:11][OH:12])[OH:10])[OH:8])[OH:6])[OH:4].[Cl-].[Mg+2].[Cl-]>[Co](Cl)Cl>[OH:1][CH2:2][C:3]([C@H:5]([C@@H:7]([C@@H:9]([CH2:11][OH:12])[OH:10])[OH:8])[OH:6])=[O:4]

Participants

4

Reactant 2

HCID 107526(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanalHCID 5360315Magnesium Chloride

Product 1

HCID 5984D-(-)-Fructose

Reagents, catalysts & solvents 1

HCID 24288Cobalt(II) chlorideCatalyst

Procedure

Two series of four glucose-containing liquor samples (mother liquor from primary dextrose crystallization, 90DE) were prepared containing 0.005M magnesium chloride and 0.001M cobalt chloride. Series A contained 53.4 percent dry substance, and Series B contained 56.7 percent dry substance. To the samples, were added various quantities of the air-dried filter cake of example I and sulfite salts. The isomerizations were carried out at 70° C. for various times under an atmosphere of nitrogen. The color and fructose formed during the isomerization reactions were determined and are shown below in table III.

Workup

  1. customliquor samples (mother liquor from primary dextrose crystallization, 90DE)
  2. customwere prepared
  3. customSeries A contained 53.4 percent dry substance, and Series B
  4. customdry substance
  5. additionTo the samples, were added various quantities of the air-dried
  6. filtrationfilter cake of example I and sulfite salts
  7. customwere carried out at 70° C. for various times under an atmosphere of nitrogen

Sources & evidence

ORD record
ord-fcb996a96b504caca31d40f62962263e
Source dataset
uspto-grants-1976_06
Patent number
USRE028885

Reaction notes

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