Formic Acid → Dodecane

HRID 2190897Notes

Reaction equation

HRID 2190897 reaction equation
[CH2:1]1[CH2:5]O[CH2:3][CH2:2]1.C(O)=O.OS(O)(=O)=O>[Pd].CN(C=O)C>[CH3:3][CH2:2][CH2:1][CH2:5][CH2:3][CH2:2][CH2:1][CH2:5][CH2:3][CH2:2][CH2:1][CH3:5]

Participants

6

Reactant 3

HCID 284Formic AcidHCID 1118Sulfuric AcidHCID 8028Tetrahydrofuran

Product 1

HCID 8182DodecaneYield 83%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 6228DimethylformamideSolvent

Procedure

HMF, THF, formic acid (4 equiv.), H2SO4 (3 mol %, relative to HMF) and Pd/C (8 mol %) were stirred at 100° C. to yield DMF in 83% yield by gas chromatography relative to a dodecane standard.

Sources & evidence

ORD record
ord-eacaa311b8f04194afb90f43ac17569c
Source dataset
uspto-grants-2012_12
Patent number
US08324409B2

Reaction notes

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