2,5-Furandimethanol → 2,5-Tetrahydrofurandimethanol

HRID 1921603

Reaction equation

HRID 1921603 reaction equation
[OH:1][CH2:2][C:3]1[O:7][C:6]([CH2:8][OH:9])=[CH:5][CH:4]=1.[H][H]>[Ni].C(O)C>[OH:9][CH2:8][CH:6]1[O:7][CH:3]([CH2:2][OH:1])[CH2:4][CH2:5]1

Participants

5

Reactant 2

HCID 746632,5-FurandimethanolHCID 178418361HCID 178418361, compound

Product 1

HCID 977922,5-Tetrahydrofurandimethanol

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Procedure

Raney nickel [ethanol was added three times to 50% commercial aqueous Raney nickel suspension (5 mL) from Acros, and decanted] was added to a solution of (5-hydroxymethylfuran-2-yl)methanol (RK-325) (3.46 g, 27 mmol) in absolute ethanol (100 mL), and hydrogenated overnight at room temperature and at a pressure of 2 bar (hydrogen consumption 61 mmol). The reaction mixture was filtered and the filtrate was concentrated under vacuum.

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate was concentrated under vacuum

Sources & evidence

ORD record
ord-7cb275e0c6744cc492427a38fcf243d7
Source dataset
uspto-grants-2012_05
Patent number
US08173700B2

Linked notes

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