Hydrochloric Acid → Sorbitol

HRID 1656000Notes

Reaction equation

HRID 1656000 reaction equation
[CH2:1]([OH:3])[CH3:2].Cl.[OH2:5]>[Pd]>[CH2:2]([OH:5])[C@@H:1]([C@H:2]([C@@H:1]([C@@H:2]([CH2:1][OH:3])[OH:5])[OH:3])[OH:5])[OH:3]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 962Water

Product 1

HCID 5780Sorbitol

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

0.18 g (0.3 mmol) of 1,5-dideoxy-2,3,6-Tri-O-benzyl-1,5-{[6-(trimethylsilyl)hexyl]imino}-D-glucitol 20 ml of a 4:1 mixture of ethanol and water and 0.1N hydrochloric acid (3 ml, 0.3 mmol) are hydrogenated at atmospheric pressure in presence of 60 mg of palladium 10% on charcoal to afford 0.065 g (66%) of expected 1,5-dideoxy-1,5-{5-(trimethylsilyl)hexyl]imino}-D-glucitol as a white solid.

Sources & evidence

ORD record
ord-4e3f4f7e1df44210b78a94aa85415484
Source dataset
uspto-grants-1993_10
Patent number
US05252587

Reaction notes

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