Methanol → Methyl hex-2-ulofuranoside
Reaction equation
[OH:1][CH2:2][C:3]([C@H:5]([C@@H:7]([C@@H:9]([CH2:11][OH:12])[OH:10])[OH:8])[OH:6])=[O:4].[CH3:13]O>>[CH3:13][O:4][C@:3]1([CH2:2][OH:1])[O:10][C@H:9]([CH2:11][OH:12])[C@@H:7]([OH:8])[C@@H:5]1[OH:6]Participants
Conditions
- Temperature
- 160 °C
Procedure
A mixture of methanol and fructose was initially charged in a stirred vessel A. The fraction of fructose was 30% of the methanol fraction. The mixture was conveyed by a suitable pump B at a pressure of 120 bar continuously through the reactor C. The tubular reactor C was heated to a temperature of 160° C. by the heater D. A carrier stream comprising pure methanol from the reservoir F was heated to approx. 300° using the preheater G. At the mixing point H, the carrier stream was mixed with the reactant stream and fed to the reactor. The preheating temperature was sufficiently high that reaction temperature was already present at the mixing point, so that the temperature gradient in the reactor was sufficiently low to prevent carbonization at the wall. The residence time in the tubular reactor was approx. 2 min. With the aid of the control valve E, the pressure was kept at the target value mentioned. At the outlet of the system, the reacted product mixture was collected. According to HPLC, the product mixture contained 4% product.
Workup
- additionwas initially charged in a stirred vessel A
- temperaturewas heated to approx. 300°
- additionAt the mixing point H, the carrier stream was mixed with the reactant stream and fed to the reactor
- customThe preheating temperature was sufficiently high that reaction temperature
- customAt the outlet of the system, the reacted product mixture was collected
Sources & evidence
- ORD record
- ord-b4fe85b5472a401290812f2f9c128c1b
- Source dataset
- uspto-grants-2009_12
- Patent number
- US07626006B2
Reaction notes
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