Glycerol → 3-Pentanone Glycerol
Reaction equation
[CH3:1][CH2:2][C:3](=[O:6])[CH2:4][CH3:5].[OH:7][CH2:8][CH:9]([CH2:11][OH:12])[OH:10]>[Pd]>[CH3:1][CH2:2][C:3](=[O:6])[CH2:4][CH3:5].[OH:7][CH2:8][CH:9]([CH2:11][OH:12])[OH:10]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 200 °C
Procedure
3-Pentanone (8.61 g, 10.6 ml, 0.1 mol), glycerol (92.09 g, 73.7 ml, 1 mol), and 10% Pd/C (5 wt %, 0.43 g) are charged to a Parr reactor, purged with nitrogen, heated to 200° C. with stirring and run at 1000 psi of hydrogen for 9 hrs. GC analysis reveals 80.2% conversion of 3-pentanone and shows selectivity to 3-(3-pentoxy)-1,2-propanediol (40.7%), 1,3-di-(3-pentoxy)-2-propanol (0.5%), 4-hydroxymethyl-2,2-diethyl-2-1,3-dioxolane (cyclic ketal) (31.4%).
Workup
- custompurged with nitrogen
Sources & evidence
- ORD record
- ord-fcd2e4ed8ce4417fad45516da2732c2e
- Source dataset
- uspto-grants-2014_09
- Patent number
- US08829229B2
Reaction notes
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