Water → Gamma-Butyrolactone

HRID 264814

Reaction equation

HRID 264814 reaction equation
[O:1]1[CH2:5][CH:4]=[CH:3][CH2:2]1.[OH2:6].[O:7]1[CH2:11][CH2:10][CH2:9][CH2:8]1>[Cr]([O-])([O-])=O.[Cu+2].C(O)CCC>[C:5]1(=[O:7])[O:1][CH2:2][CH2:3][CH2:4]1.[O:7]1[CH:8]=[CH:9][CH2:10][CH2:11]1.[O:1]1[CH:5]=[CH:4][CH:3]=[CH:2]1.[OH:6][CH2:5][CH2:4][CH2:3][CH:2]=[O:1]

Participants

9

Reactant 3

HCID 962WaterHCID 8028TetrahydrofuranHCID 155702,5-Dihydrofuran

Product 4

HCID 7302Gamma-ButyrolactoneHCID 8029FuranHCID 709342,3-DihydrofuranHCID 930934-Hydroxybutanal

Reagents, catalysts & solvents 2

HCID 178505374HCID 178505374, compoundCatalystHCID 2631-ButanolSolvent

Procedure

In a manner similar to that described in Example 1, 16 mL/h of 2,5-dihydrofuran and 30 mL/h of water were passed at 230° C. over 253 g of the commercially available copper chromite catalyst marketed by Suedchemie, Munich and bearing the connotation G 22 (composition according to sales brochure: 37% of Cu; 46% of Cr2O3 ; 13% of BaO; reduction in a manner similar to that described in Example 1). At a conversion of 71%, γ-butyrolactone was formed with a selectivity of 67% (2,3-dihydrofuran: 8%; furan: 3%; tetrahydrofuran: 2%; n-butanol: 1%; 4-hydroxybutyraldehyde: 0.5%; remainder: various non-analyzed low-boiling fractions).

Sources & evidence

ORD record
ord-41eba227707c4a7fb38c30d845e22448
Source dataset
uspto-grants-1997_07
Patent number
US05646307

Linked notes

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