Acetone → Propane-1,2,3-triol;propan-2-one

HRID 74134Notes

Reaction equation

HRID 74134 reaction equation
[CH3:1][C:2]([CH3:4])=[O:3].[OH:5][CH2:6][CH:7]([CH2:9][OH:10])[OH:8]>[Pd]>[CH3:1][C:2]([CH3:4])=[O:3].[OH:5][CH2:6][CH:7]([CH2:9][OH:10])[OH:8]

Participants

4

Conditions

Temperature
200 °C

Procedure

Acetone (5.81 g, 7.34 ml, 0.1 mol), glycerol (92.09 g, 73.7 ml, 1 mol), and 10% Pd/C (5 wt %, 0.29 g) are charged to a Parr reactor, purged with nitrogen, heated to 200° C. with stirring and run at 1000 psi of hydrogen for 4 hrs. GC analysis reveals complete consumption of acetone and shows presence of glycerol monoether 3-isopropoxy-1,2-propanediol (78.5%), glycerol diethers 1,3-di-isopropoxy-2-propanol and 2,3-di-isopropoxy-1-propanol (3.9%), iso-propanol+acetone (7.2%).

Workup

  1. custompurged with nitrogen
  2. customconsumption of acetone

Sources & evidence

ORD record
ord-2d585071d7f44f4895078fba8e2aa2ed
Source dataset
uspto-grants-2014_09
Patent number
US08829229B2

Reaction notes

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