HCID 21071823, compound → Propylsorbitol

HRID 1444805Notes

Reaction equation

HRID 1444805 reaction equation
[CH2:1]([CH:4]([C@@H:6]([C@H:8]([C@@H:10]([C@@H:12]([CH2:14][OH:15])[OH:13])[OH:11])[OH:9])[OH:7])[OH:5])[CH:2]=[CH2:3].[H][H]>C(O)C.[Pt]>[CH2:1]([CH:4]([C@@H:6]([C@H:8]([C@@H:10]([C@@H:12]([CH2:14][OH:15])[OH:13])[OH:11])[OH:9])[OH:7])[OH:5])[CH2:2][CH3:3]

Participants

5

Reactant 2

HCID 21071823HCID 21071823, compoundHCID 178418361HCID 178418361, compound2×

Product 1

HCID 86616010Propylsorbitol

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 702EthanolSolvent

Procedure

30 g (0.135 mol) of 1-allyl sorbitol syrup (produced as in example 1) was dissolved in 300 ml ethanol. 1.0 g of platinum (5% weight on activated carbon) was added and the mixture was hydrogenated at room temperature with hydrogen pressure at 60 psi. The reaction was stopped until no hydrogen pressure drop was observed. The solid was filtered. The allyl group of the solution was completely converted to propyl group based on NMR.

Workup

  1. filtrationThe solid was filtered

Sources & evidence

ORD record
ord-7d6ab64410d44dcb87ecc6bc63a1174b
Source dataset
uspto-grants-2010_02
Patent number
US07662978B2

Reaction notes

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