Maleic Anhydride → Gamma-Butyrolactone

HRID 2165768Notes

Reaction equation

HRID 2165768 reaction equation
[C:1]1(=O)[O:6][C:4](=[O:5])[CH:3]=[CH:2]1.[H][H]>O1CCCC1>[C:4]1(=[O:5])[O:6][CH2:1][CH2:2][CH2:3]1.[CH2:1]([OH:6])[CH2:2][CH2:3][CH2:4][OH:5]

Participants

5

Reactant 2

HCID 7923Maleic AnhydrideHCID 178418361HCID 178418361, compound

Product 2

HCID 7302Gamma-ButyrolactoneHCID 80641,4-Butanediol

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Continuous production can be carried out by either the flooded-bed or the trickle-bed method. In batchwise hydrogenation a typical procedure is to charge a high-pressure autoclave with maleic anhydride dissolved in tetrahydrofuran and the catalyst, introduce hydrogen under pressure, and heat the mixture. When the reaction is completed the mixture is cooled, the catalyst is separated off, and the tetrahydrofuran, gamma-butyrolactone, and 1,4-butanediol are isolated by fractional distillation. If required it is also possible to post-hydrogenate the gamma-butyrolactone to 1,4-butanediol and tetrahydrofuran, then to cyclize the 1,4-butanediol in the usual way.

Workup

  1. temperatureheat the mixture
  2. temperatureis cooled
  3. customthe catalyst is separated off

Sources & evidence

ORD record
ord-6d53dd69eaa4472c945bee6b4ebd56e2
Source dataset
uspto-grants-1990_07
Patent number
US04940805

Reaction notes

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