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Calcium Acetate → L-Tagatose

HRID 359651
Notes
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Reaction equation

HRID 359651 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].[OH-].[Ca+2].[OH-].C([O-])(=O)C.[Ca+2].C([O-])(=O)C>O>[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]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 6116Calcium AcetateHCID 84996L-GalactoseHCID 6093208Calcium Hydroxide

Product 1

HCID 10965117L-TagatoseYield 44%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

To a 25 ml Erlenmeyer flask, equipped with a magnetic stirrer, was added 0.5 g L-galactose, 5 ml water, 0.2 g calcium hydroxide, and 22 mg calcium acetate. The mixture was stirred. After 2 hours, the solution was filtered to collect the calcium hydroxide-L-tagatose complex that had formed. The sticky complex was resuspended in 5 mL of H2O, and CO2 was bubbled through the slurry until the pH was below 7. The solution, after filtering off the calcium carbonate, was deionized as in Example 1 and concentrated in vacuo to a syrup which, after seeding with a few L-tagatose crystals, provided 0.22 g of pure L - tagatose, a 44 % yield.

Workup

  1. customTo a 25 ml Erlenmeyer flask, equipped with a magnetic stirrer
  2. filtrationthe solution was filtered
  3. customto collect the calcium hydroxide-L-tagatose complex that
  4. customhad formed
  5. customCO2 was bubbled through the slurry until the pH was below 7
  6. filtrationThe solution, after filtering off the calcium carbonate
  7. concentrationconcentrated in vacuo to a syrup which

Sources & evidence

ORD record
ord-f3b58cc8e37f4a0ba4654917235df112
Source dataset
uspto-grants-1991_03
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05002612

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes