D-(-)-Fructose → 5-(Hydroxymethyl)furfural
Reaction equation
[OH:1][CH2:2][C:3]([C@H:5]([C@@H:7]([C@@H:9]([CH2:11][OH:12])[OH:10])O)O)=O>O1CCOCC1>[CH:7]1[CH:5]=[C:3]([CH:2]=[O:1])[O:10][C:9]=1[CH2:11][OH:12]Participants
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 100 °C
Procedure
14.3 g of high-fructose maize syrup (containing 10 g of carbohydrate, wherein fructose is 9 g, 50 mmol) was put into a 250 mL round-bottom flask, and 10 g of Amberlyst 15 resin was added therein. Next, 100 mL of dioxane was put into the reactor, and stirred for 3 hours at 100° C. After the reaction, Amberlyst 15 resin was filtered and removed, and the dioxane was distilled and thus to obtain a reactant compound. Ethyl acetate (100 mL) and distilled water (100 mL) were put into the obtained reactant compound. After conducting a delamination, the ethyl acetate layer was dried with magnesium sulfate (MgSO4), and the ethyl acetate was distilled, thus obtaining 4.5 g of HMF (yield rate: 71%). As a result of an 1H-NMR analysis on the obtained 5-hydroxymethyl-2-furfural (HMF), it can seen that a high-purity 5-hydroxymethyl-2-furfural (HMF) was obtained as illustrated in FIG. 2.
Workup
- customwas put into a 250 mL round-bottom flask
- addition10 g of Amberlyst 15 resin was added
- customAfter the reaction, Amberlyst 15 resin
- filtrationwas filtered
- customremoved
- distillationthe dioxane was distilled
- customthus to obtain a reactant compound
- distillationEthyl acetate (100 mL) and distilled water (100 mL)
- dry with materialthe ethyl acetate layer was dried with magnesium sulfate (MgSO4)
- distillationthe ethyl acetate was distilled
Sources & evidence
- ORD record
- ord-9940c04748ca4e969a2445e0015e35b0
- Source dataset
- uspto-grants-2015_12
- Patent number
- US09206148B2
Reaction notes
Loading…