反応 #56513

ord-5efcd498e6654387b846234ead6bfab9

反応方程式

CCCC=O
n-butyraldehyde
[Sn]
tin
CCCC=O
n-butyraldehyde
CCCC(=O)O.CCCC(O)C(CC)CO
2-ethylhexane-1,3-diol monobutyrate
CCCC=O
n-butyraldehyde
収率 45.0%
CCCC=C(C=O)CC
2-ethylhexenal
CCCC(=O)O.CCCC(O)C(CC)CO
2-ethylhexane-1,3-diol monobutyrate

溶媒

反応条件

温度
160°CELSIUS
詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    温度The autoclave is then cooled
  2. 2
    その他The liquid products recovered
  3. 3
    workup.DISTILLATIONDistillation of the reactor contents

実験手順

The purpose of this example is to demonstrate the use of tin metal as a catalyst for the conversion of n-butyraldehyde to 2-ethylhexane-1,3-diol monobutyrate. A 300 milliliter stainless steel autoclave is charged with 120 grams of n-butyraldehyde containing 2 weight percent water. Granular tin metal, 20 mesh (2.4 grams, 2.0 weight percent) is added. The autoclave is pressured to 100 psig nitrogen and heated to 160° C. with stirring for 2 hours. The autoclave is then cooled and vented. The liquid products recovered weigh 117 grams. The reactor contents contain 0.6 ppm soluble tin. Distillation of the reactor contents produces 66 grams of n-butyraldehyde (45 percent aldehyde conversion), 3 grams of water, 4.4 grams of 2-ethylhexenal (9 mole percent yield), 2 grams of n-butyraldol (boiling point 74° C.-78° C. per 1 mm), 39.6 grams of 2-ethylhexane-1,3-diol monobutyrate (88 mole percent yield) boiling point 105° C.-114° C. per 1 mm.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US04225726uspto-grants-1980_09