تفاعل #56512

ord-ecba2991b286440790e9f5ff788f88b4

معادلة التفاعل

[Sn]
Tin
CCCC=O
n-butyraldehyde
[Sn]
tin
CCC[CH2][Sn](=[O])[CH2]CCC
dibutyltin oxide
CCCC=O
n-butyraldehyde
CCCC=C(C=O)CC
2-ethylhexenal
CCC[CH2][Sn](=[O])[CH2]CCC
dibutyltin oxide
CCCC=O
n-butyraldehyde
CCCCOC(=O)CCC
butylbutyrate
المردود 45.0%

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

الإجراء التجريبي

Tin metal supported on silica gel is described as a vapor phase aldol catalyst by Swift, Bozik, and Massota, in Catalysis 15 407 (1969). Swift also describes the vapor phase reaction of n-butyraldehyde with tin metal supported on silica gel in U.S. Pat. No. 3,542,878. The product of the reaction is 2-ethylhexenal in 95 percent selectivity, at 40 percent n-butyraldehyde conversion. Japanese workers have described the simple Tischenko reaction of aldehydes in Japan Kokai No. 76/39,619 using dibutyltin oxide. The products claimed were simple esters, for example, n-butyraldehyde reacted in the presence of dibutyltin oxide to form butylbutyrate in approximately 45 percent yield. The catalyst and process described by this invention produce only traces of simple esters (less than 1 percent).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US04225726uspto-grants-1980_09