Maleic Anhydride → Gamma-Butyrolactone

HRID 2297084Notes

Reaction equation

HRID 2297084 reaction equation
[OH-].[Na+].[C:3]1(=O)[O:8][C:6](=[O:7])[CH:5]=[CH:4]1>[Pd].[Re](O)(=O)(=O)=O.[Re].O1CCCC1>[C:6]1(=[O:7])[O:8][CH2:3][CH2:4][CH2:5]1.[CH2:3]([OH:8])[CH2:4][CH2:5][CH2:6][OH:7]

Participants

8

Reactant 2

HCID 7923Maleic AnhydrideHCID 14798Sodium Hydroxide

Product 2

HCID 7302Gamma-ButyrolactoneYield 10.5%HCID 80641,4-ButanediolYield 0%

Reagents, catalysts & solvents 4

HCID 23938PalladiumCatalystHCID 23947RheniumCatalyst2×HCID 83718Perrhenic acidCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A commercially available 2% Pd catalyst on 4 mm carbon extrudates is doped with 0.5% Re by treating it in a perrhenic acid solution whose pH is adjusted to 10.5 with sodium hydroxide before introducing the catalyst to the solution. The treatment continued until no rhenium remained in the rhenium solution. Maleic anhydride is hydrogenated in the presence of the catalyst as described in Application Example 1 (infra) yielding 10.5% gamma-butyrolactone, 0.0% tetrahydrofuran and 0.0% 1.4-butanediol after a reaction time of 5 hours.

Workup

  1. additionbefore introducing the catalyst to the solution

Sources & evidence

ORD record
ord-49287ac216ac4720956d6c90b4f8286f
Source dataset
uspto-grants-2002_12
Patent number
US06489521B2

Reaction notes

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