Tetrahydrofuran → Butanal

HRID 617449Notes

Reaction equation

HRID 617449 reaction equation
[CH:1]([CH:3]1[CH2:5][O:4]1)=[CH2:2].[O:6]1[CH2:10][CH2:9][CH2:8][CH2:7]1.[H][H]>C(O)CCC>[CH2:5]1[O:4][CH:3]1[CH2:1][CH3:2].[CH:7](=[O:6])[CH2:8][CH2:9][CH3:10]

Participants

6

Reactant 3

HCID 8028TetrahydrofuranHCID 13586VinyloxiraneHCID 178418361HCID 178418361, compound2×

Product 2

HCID 261ButanalHCID 78341,2-Epoxybutane

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

In an autoclave having a capacity of 50 ml, the solution to be hydrogenated comprising 2.5 g of vinyloxirane and 22.5 g of tetrahydrofuran was admixed with 0.5 g of catalyst No. 1 without prior activation with hydrogen and hydrogenated with hydrogen at 25° C. and 40 bar for 8 hours while stirring. At a conversion of 100%, 91.7 mol% of 1,2-butylene oxide, 1.0 mol% of n-butyraldehyde and 2.6 mol% of n-butanol were obtained. Examples 3-22

Sources & evidence

ORD record
ord-383cfefa279543b0833fe8bbe711aea4
Source dataset
uspto-grants-1999_09
Patent number
US05948921

Reaction notes

Loading…