Glycerol → HCID 86639487, compound

HRID 74135Notes

Reaction equation

HRID 74135 reaction equation
[CH3:1][C:2]([CH2:4][CH3:5])=[O:3].[OH:6][CH2:7][CH:8]([CH2:10][OH:11])[OH:9]>[Pd]>[CH3:1][C:2]([CH2:4][CH3:5])=[O:3].[OH:6][CH2:7][CH:8]([CH2:10][OH:11])[OH:9]

Participants

4

Reactant 2

HCID 753GlycerolHCID 6569Methyl Ethyl Ketone

Product 1

HCID 86639487HCID 86639487, compound

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Conditions

Temperature
200 °C

Procedure

Methylethylketone (7.21 g, 9.01 ml, 0.1 mol), glycerol (92.09 g, 73.7 ml, 1 mol), and 10% Pd/C (5 wt %, 0.36 g) are charged to a Parr reactor, purged with nitrogen, heated to 200° C. with stirring and run at 1000 psi of hydrogen for 7 hrs. GC analysis reveals complete consumption of methylethylketone and shows the presence of glycerol monoether, 3-sec-butoxy-1,2-propanediol and 2-sec-butoxy-1,3-propanediol (84.9%), glycerol diethers 1,3-di-sec-butoxy-2-propanol and 2,3-di-sec-butoxy-1-propanol (5.5%), 2-butanol (4.6%).

Workup

  1. custompurged with nitrogen
  2. customconsumption of methylethylketone

Sources & evidence

ORD record
ord-b0ba795841a840b49bff93daa96d1fc1
Source dataset
uspto-grants-2014_09
Patent number
US08829229B2

Reaction notes

Loading…