Ethylene Glycol → Methylethylketone Ethylene Glycol

HRID 74122Notes

Reaction equation

HRID 74122 reaction equation
[CH3:1][C:2]([CH2:4][CH3:5])=[O:3].[CH2:6]([OH:9])[CH2:7][OH:8]>[Pd]>[CH3:1][C:2]([CH2:4][CH3:5])=[O:3].[CH2:6]([OH:9])[CH2:7][OH:8]

Participants

4

Conditions

Temperature
200 °C

Procedure

Methylethylketone (MEK, 3.6 g, 4.5 ml; 0.05 mol), ethylene glycol (62.1 g, 55.8 ml; 1 mol), and 0.2 g of 10% Pd/C are charged to a 150 ml Parr reactor. The system is purged with nitrogen three times. Then 500 psi of hydrogen is charged, the reactor is heated to 200° C., and the hydrogen pressure is adjusted to 1000 psi. After 3 hrs at 200° C. and 1000 psi, GC analysis shows 95% conversion of MEK and formation of 2-sec-butoxyethanol (84.7%), 2-methyl-2-ethyl-1,3-dioxolane (3.1%) and 1,2-di-sec-butoxyethane (2.8%).

Workup

  1. customThe system is purged with nitrogen three times
  2. additionThen 500 psi of hydrogen is charged

Sources & evidence

ORD record
ord-5ffd99e3a7f344eeb5d54c3bfd87e83d
Source dataset
uspto-grants-2014_09
Patent number
US08829229B2

Reaction notes

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