1-Butanol → Butyl ether

HRID 1276848Notes

Reaction equation

HRID 1276848 reaction equation
[CH2:1]([O:5][CH2:6][CH:7]=[CH:8][CH3:9])[CH2:2][CH2:3][CH3:4].[CH2:10]([OH:14])[CH2:11][CH2:12][CH3:13]>[Pd]>[CH2:6]([O:5][CH:1]([O:14][CH2:10][CH2:11][CH2:12][CH3:13])[CH2:2][CH2:3][CH3:4])[CH2:7][CH2:8][CH3:9].[CH2:1]([O:5][CH2:6][CH2:7][CH2:8][CH3:9])[CH2:2][CH2:3][CH3:4].[CH2:6]([O:5][CH:1]=[CH:2][CH2:3][CH3:4])[CH2:7][CH2:8][CH3:9]

Participants

6

Reactant 2

HCID 2631-ButanolHCID 5439041-Butoxybut-2-ene

Product 3

HCID 8909Butyl etherHCID 222101,1-DibutoxybutaneHCID 347145HCID 347145, compound

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

A glass autoclave was filled with 0.10 g of the heterogeneous catalyst palladium on active carbon (10% by weight of Pd), 3.0 g (24 mmol) of 1-butoxybut-2-ene and 1.73 g (24 mmol) of n-butanol. After 16 hours at 150° C. under a hydrogen atmosphere (1 bar), the reaction mixture was analyzed by means of calibrated gas chromatography. At a conversion of 21%, 1,1-dibutoxybutane was formed with a selectivity of 42%, dibutyl ether with a selectivity of 25% and 1-butoxybut-1-ene with a selectivity of 22%.

Sources & evidence

ORD record
ord-12afff5a5f0940d590b5fa135a0d5440
Source dataset
uspto-grants-2000_12
Patent number
US06166265

Reaction notes

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