Maleic Acid → Gamma-Butyrolactone

HRID 1761690Notes

Reaction equation

HRID 1761690 reaction equation
[C:1]([OH:8])(=[O:7])/[CH:2]=[CH:3]\[C:4]([OH:6])=[O:5]>O>[C:4]1(=[O:6])[O:8][CH2:1][CH2:2][CH2:3]1.[CH2:1]([OH:7])[CH2:2][CH2:3][CH2:4][OH:5]

Participants

4

Conditions

Temperature
170 °C

Procedure

0.5g of the catalyst of Example 16, and then 50g of a 20 weight percent solution of maleic acid in water, were placed in the glass liner of a 300 ml autoclave, which was then sealed, purged several times with hydrogen and then pressurized with hydrogen to 1100 psig. The autoclave was heated to 170° C. and the pressure adjusted to 1850 psig. As the reaction proceeded, additional hydrogen was addd when the pressure dropped 50 to 100 psi to bring the pressure back to or near the original pressure at reaction temperature. The reaction was effected for 170 minutes, the reactor and contents cooled to room temperature, and the gas volume measured. The gases were analyzed by gas chromatography. The liquid phase was also analyzed by gas chromatography after filtering out the solids. The conversion of maleic acid was 100 percent, and the yields of γ-butyrolactone and 1,4-butanediol were 6.8% and 1.4%, respectively.

Workup

  1. customwas then sealed
  2. custompurged several times with hydrogen
  3. additiondropped 50 to 100 psi
  4. customat reaction temperature
  5. temperaturethe reactor and contents cooled to room temperature
  6. filtrationafter filtering out the solids

Sources & evidence

ORD record
ord-41aa2d31d7174024b58b15fe684a734a
Source dataset
uspto-grants-1989_05
Patent number
US04827001

Reaction notes

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