Formic Acid → Butyl levulinate

HRID 860909

Reaction equation

HRID 860909 reaction equation
[C:1]([OH:8])(=[O:7])[CH2:2][CH2:3][C:4]([CH3:6])=[O:5].C(O)=O.OS(C(F)(F)F)(=O)=O.[CH2:20]=[CH:21][CH2:22][CH3:23]>>[C:1]([O:8][CH2:20][CH2:21][CH2:22][CH3:23])(=[O:7])[CH2:2][CH2:3][C:4]([CH3:6])=[O:5]

Participants

5

Reactant 4

HCID 284Formic AcidHCID 78441-Butene2×HCID 11579Levulinic AcidHCID 62406Trifluoromethanesulfonic acid

Product 1

HCID 16331Butyl levulinate

Conditions

Temperature
100 °C

Procedure

A 5 cc autoclave is charged with 2 cc of an aqueous solution containing 2 mmoles of levulinic acid and 0.5 mmoles of formic acid. 2 wt. % triflic acid is added as a catalyst. The reactor is pressurized to 0.69 MPa with 1-butene and heated to 100° C. for 0.5 hours while maintaining a constant pressure of 1-butene. After cooling, the organic phase is separated. A mixture of butyl formate and butyl levulinate is formed as product.

Workup

  1. temperatureAfter cooling
  2. customthe organic phase is separated
  3. additionA mixture of butyl formate

Sources & evidence

ORD record
ord-d6aa30770f634ac0bc7c11423de4a1ab
Source dataset
uspto-grants-2006_12
Patent number
US07153996B2

Linked notes

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