IP Library Granted Patent US 10,640,448
Granted Patent B2
US 10,640,448 · App. 15/967,463 · Granted May 5, 2020

Method for preparing carboxylic esters from aldehydes

Inventors: Alexander Lygin (Griesheim, DE); Steffen Krill (Muehltal, DE); Matthias Grömping (Darmstadt, DE); Andreas Tepperis (Bad Koenig, DE)
Assignee: Evonik Operations GmbH
C07C67/44B01J21/04B01J21/063B01J21/066B01J23/04B01J23/10B01J23/14B01J23/18B01J23/34B01J23/72B01J31/0212C07C69/54B01J21/08B01J21/12B01J21/14B01J2531/31C07C2531/14
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Quick Facts
Patent No.
US 10,640,448
App. No.
15/967,463
Granted
May 5, 2020
Kind
B2
Abstract

A method can prepare a carboxylic ester. The method includes reacting an aldehyde in the presence of an aluminium alkoxide applied to a support material.

Claims (12)

1. A method for preparing a carboxylic ester, the method comprising:

reacting (meth)acrolein in the presence of an aluminum alkoxide applied to a support material comprising silicon dioxide.

2. The method according to claim 1 , wherein the aluminum alkoxide is a compound of formula (II):

Al(OR 2 ) 3   (II),

wherein each R 2 radical is independently of one another a —(C 1 -C 12 )-alkyl group or a —(C 2 -C 12 )-alkenyl group and each R 2 radical may independently of one another optionally be substituted by one or more substituents selected from the group consisting of —(C 1 -C 12 )-alkyl, —(C 3 -C 12 )-cycloalkyl, —(C 4 -C 12 )-heterocycloalkyl, —(C 6 -C 20 )-aryl, —(C 4 -C 20 )-heteroaryl, —O—(C 1 -C 12 )-alkyl, —O—(C 3 -C 12 )-cycloalkyl, —S—(C 1 -C 12 )-alkyl, —S—(C 3 -C 12 )-cycloalkyl, —COO—(C 1 -C 12 )-alkyl, —COO—(C 3 -C 12 )-cycloalkyl, —CONH—(C 1 -C 12 )-alkyl, —CONH—(C 3 -C 12 )-cycloalkyl, —N—[(C 1 -C 12 )-alkyl] 2 , —OH, —NH 2 , and a halogen atom.

3. The method according to claim 1 , wherein the aluminum alkoxide is a compound of formula (III)

Al(OCH 2 R 3 ) 3   (III),

wherein each of the R 3 radicals corresponds to C 2 alkenyl or methyl substituted C 2 alkenyl.

4. The method according to claim 2 , wherein each R 2 group is, independently, a group selected from the group consisting of methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, allyl, and 2-methylallyl.

5. The method according to claim 1 , wherein said reacting is carried out at a reaction temperature of 10 to 60° C.

6. The method according to claim 1 , wherein said reacting is carried out continuously.

7. The method according to claim 1 , wherein said (meth)acrolein is reacted without addition of solvent.

Assignments (5)
CHANGE OF NAME Recorded Dec 4, 2019
From: EVONIK RÖHM GMBH
To: RÖHM GMBH
Reel/Frame 051182/0966 →
MERGER Recorded Dec 4, 2019
From: EVONIK OIL ADDITIVES GMBH
To: EVONIK DEGUSSA GMBH
Reel/Frame 051182/0974 →
CHANGE OF NAME Recorded Dec 4, 2019
From: EVONIK DEGUSSA GMBH
To: EVONIK OPERATIONS GMBH
Reel/Frame 051182/0990 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 4, 2019
From: RÖHM GMBH
To: EVONIK OIL ADDITIVES GMBH
Reel/Frame 051196/0216 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 20, 2018
From: LYGIN, ALEXANDER; KRILL, STEFFEN; GRÖMPING, MATTHIAS; TEPPERIS, ANDREAS
To: EVONIK RÖHM GMBH
Reel/Frame 045854/0657 →
Priority Claims (1)
DE 10 2017 208 313 · May 17, 2017 · national
Continuity (1)
Related Publication 20180334423A1 · Nov 22, 2018