Sorbitol → Isosorbide
Reaction equation
O[CH2:2][C@@H:3]([C@H:5]([C@@H:7]([C@@H:9]([CH2:11][OH:12])[OH:10])[OH:8])O)[OH:4]>O>[CH2:11]1[O:12][C@@H:5]2[C@@H:3]([OH:4])[CH2:2][O:8][C@@H:7]2[C@@H:9]1[OH:10]Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 280 °C
Procedure
Sorbitol (25.21 g) was dissolved in water (500 ml) and then transferred to a 1 L autoclave reactor vessel. The catalyst, MFI-40 (HZSM-5 zeolite, 5.02 g), was added. After flushing three times with hydrogen, pressure was set to 300 psi and the reactor was heated with stirring to 280° C. The pressure increased to 1100 psi with heating. Timing began when the reactor reached 280° C. After 30 minutes a 42.4% yield of isosorbide (calculated as mol isosorbide produced/mol starting sorbitol) was obtained.
Workup
- customtransferred to a 1 L autoclave reactor vessel
- customAfter flushing three times with hydrogen, pressure
- temperaturethe reactor was heated
- temperatureThe pressure increased to 1100 psi
- temperaturewith heating
- customreached 280° C
Sources & evidence
- ORD record
- ord-6664c497811a452b9628c86e54eaa2d4
- Source dataset
- uspto-grants-2008_09
- Patent number
- US07420067B2
Reaction notes
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