Isopropanol → Dioxane isopropanol

HRID 1484399Notes

Reaction equation

HRID 1484399 reaction equation
[OH-].[K+].[O:3]1[CH2:8][CH2:7][O:6][CH2:5][CH2:4]1.[CH3:9][CH:10]([OH:12])[CH3:11]>[Ni].CO>[O:3]1[CH2:8][CH2:7][O:6][CH2:5][CH2:4]1.[CH3:9][CH:10]([OH:12])[CH3:11]

Participants

6

Reactant 3

HCID 3776IsopropanolHCID 14797Potassium HydroxideHCID 312751,4-Dioxane

Product 1

HCID 20284604Dioxane isopropanol

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Conditions

Temperature
120 °C

Procedure

Wet Raney Ni 4200 (˜70 mg, 1×10−3 mol, 500 mol %), KOH (37 mg, 7×10−4 mol, 300%) and Lignin type B (40 mg, 2.2×10−4 mol, dry), is weighed into a reaction flask under argon. Degassed Dioxane (3 mL) and i-PrOH (1 mL) is added and the flask is capped with a rubber septa and the mixture is heated (120° C.). The reaction is run for 18 hours and the reaction mixture is cooled. MeOH is added and Nickel was removed with a magnet, and the mixture is neutralized. The reaction mixture is injected into an HPLC-system (GPC).

Workup

  1. customis weighed into a reaction flask under argon
  2. customthe flask is capped with a rubber septa
  3. temperaturethe reaction mixture is cooled
  4. customNickel was removed with a magnet

Sources & evidence

ORD record
ord-e6245746a0ed4cf9be0ccbcb8a9dd7c0
Source dataset
uspto-grants-2016_08
Patent number
US09422215B2

Reaction notes

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