Calcium Carbonate → L-Rhamnitol

HRID 40456

Reaction equation

HRID 40456 reaction equation
[O:1]=[CH:2][C@@H:3]([C@@H:5]([C@H:7]([C@H:9]([CH3:11])[OH:10])[OH:8])[OH:6])[OH:4].C(=O)([O-])[O-].[Ca+2].[H][H]>O>[CH2:2]([OH:1])[C@@H:3]([C@@H:5]([C@H:7]([C@H:9]([CH3:11])[OH:10])[OH:8])[OH:6])[OH:4]

Participants

5

Reactant 3

HCID 10112Calcium CarbonateHCID 19233(2R,3R,4S,5S)-2,3,4,5-tetrahydroxyhexanal2×HCID 178418361HCID 178418361, compound

Product 1

HCID 445052L-Rhamnitol

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

24 g of Raney-nickel obtained by the method described above was added to 300 g of an aqueous solution containing 100 g of 6-deoxy L-mannose in a 1-L glass autoclave with an agitator and a thermometer, to which water was added to a final reaction volume of 600 g. So as to adjust the reaction mixture to pH 7, then, calcium carbonate was added. Reaction was progressed while the temperature was retained at 50° C.; the hydrogen pressure was retained at 12 kg/cm2 (gauge pressure); the agitation speed was retained at 700 rpm. The reaction mixture was analyzed by HPLC. Consequently, 6-deoxy L-mannose was decreased to 1% in the 8-hour reaction, to produce 6-deoxy L-mannitol.

Workup

  1. customreaction volume of 600 g
  2. customReaction
  3. customwas retained at 50° C.

Sources & evidence

ORD record
ord-c8e3dfd703da496dbe1b8ec4c2014a7d
Source dataset
uspto-grants-2013_09
Patent number
US08530222B2

Linked notes

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