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2-Deoxyribose, D- → 2-Deoxy-D-ribitol

HRID 481739
Notes
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Reaction equation

HRID 481739 reaction equation
[O:1]=[CH:2][CH2:3][C@@H:4]([C@@H:6]([CH2:8][OH:9])[OH:7])[OH:5].[H][H]>O.[Ni]>[CH2:2]([OH:1])[CH2:3][C@@H:4]([C@@H:6]([CH2:8][OH:9])[OH:7])[OH:5]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 2

HCID 54600052-Deoxyribose, D-HCID 178418361HCID 178418361, compound

Product 1

HCID 107967912-Deoxy-D-ribitol

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 962WaterSolvent

Conditions

Temperature
70 °C

Procedure

An 80 g (0.60 mole) portion of 2-deoxy-D-ribose was dissolved in 240 ml of water to form an aqueous solution into which 15 g of Raney nickel were added. The thus prepared reaction mixture in an autoclave was heated under a hydrogen pressure of 40 kg/cm2G up to a temperature of 70° C. taking 30 minutes and kept for additional 1 hour at the same temperature and under the same hydrogen pressure. After cooling, the reaction mixture taken out of the autoclave was filtered to remove the solid catalyst and the filtrate, as combined with the washings of the solid catalyst with water, was subjected to removal of the water to give about 80 g of 2-deoxy-D-erythropentitol. The yield of the product was almost quantitative.

Workup

  1. additionwere added
  2. customThe thus prepared reaction mixture in an autoclave
  3. temperatureAfter cooling
  4. filtrationwas filtered
  5. customto remove the solid catalyst
  6. customwas subjected to removal of the water

Sources & evidence

ORD record
ord-a95efa4b623d4ef6b6f30990f2bcdffb
Source dataset
uspto-grants-1998_08
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05789572

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes