1-Butanol → Dibutyl Oxalate

HRID 904930

Reaction equation

HRID 904930 reaction equation
[C]=O.[H][H].N([O:7][CH2:8][CH2:9][CH2:10][CH3:11])=O.[CH:12]([O:14][CH2:15][CH2:16][CH2:17][CH3:18])=[O:13].[CH2:19]([OH:23])CCC>[Pd]>[C:12]([O:14][CH2:15][CH2:16][CH2:17][CH3:18])(=[O:13])[C:19]([O:7][CH2:8][CH2:9][CH2:10][CH3:11])=[O:23]

Participants

7

Reactant 5

HCID 2631-ButanolHCID 10996Butyl nitriteHCID 11614Butyl FormateHCID 178418361HCID 178418361, compoundHCID 178418416HCID 178418416, compound

Product 1

HCID 16306Dibutyl Oxalate

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

In a tubular reactor, there was packed 10 ml. of a 0.5 wt.% palladium-on-alumina catalyst (manufactured by Nippon Engerhard Co., Ltd.), followed by introduction of a gaseous mixture consisting of 30.5% by volume of carbon monoxide, 2.6% by volume of hydrogen, 1.8% by volume of n-butyl nitrite and 65.1% by volume of nitrogen at a rate of 37.4 l. per hour to subject the gaseous mixture to reaction at a reaction temperature of 120° C. under ambient pressure. According to a gas-chromatographic analysis of the reaction mixture, it was found that n-butyl formate was produced in a space time yield of 95 g./l.-catalyst.hr and small amounts of di-n-butyl oxalate and n-butanol were by-produced.

Workup

  1. customIn a tubular reactor, there was packed
  2. waitper hour to subject
  3. customthe gaseous mixture to reaction at a reaction temperature of 120° C. under ambient pressure
  4. customwas produced in a space time yield of 95 g

Sources & evidence

ORD record
ord-1c36127e666a4bc6b4987b0de8cac408
Source dataset
uspto-grants-1983_12
Patent number
US04420633

Linked notes

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