1-Butanol → Butyl oxoacetate
Reaction equation
[H][H].[CH:3]([CH:5]=[O:6])=[O:4].[CH2:7]([OH:11])[CH2:8][CH2:9][CH3:10]>>[C:5]([O:11][CH2:7][CH2:8][CH2:9][CH3:10])(=[O:6])[CH:3]=[O:4]Participants
Conditions
- Temperature
- 80 °C
Procedure
300 g of 1-butanol was added to 60 g of a 40 wt % glyoxal aqueous solution (Wako Pure Chemical), and most of the water was distilled off as an azeotropic composition with the 1-butanol at normal pressure and 90° C. with an evaporator. This gave a butanol solution of glyoxal (containing 19.4 wt % glyoxal and 80.6 wt % butanol). 5.17 g of the above-mentioned butanol solution, 8.90 g of 1-butanol, and 0.6 g of the above-mentioned metal-loading carrier were then put into an autoclave equipped with a condenser, the system was maintained at an internal pressure of 0.5 MPa at 80° C. under stirring while a mixed gas of hydrogen and nitrogen (hydrogen:nitrogen=1:9 (volumetric ratio)) was bubbled into the solution at a flux of 500 mL/minute, and the reaction was allowed to continue for 5 hours. After the reaction, the reaction solution was analyzed, which revealed the glyoxal conversion to be 87%, and the 1-butyl glyoxylate (the product) selectivity and yield to be 73% and 64%, respectively.
Workup
- customequipped with a condenser
- customwas bubbled into the solution at a flux of 500 mL/minute
- customAfter the reaction
Sources & evidence
- ORD record
- ord-ddf69503e2b64449b13dd2cc6d4b7bcb
- Source dataset
- uspto-grants-2008_02
- Patent number
- US07326806B2
Reaction notes
Loading…