Catalytic system

Patent metadata

Field	Value
Publication number	US-9370772-B2
Application number	US-201314408088-A
Country	US
Kind code	B2
Filing date	Jun 21, 2013
Priority date	Jun 22, 2012
Publication date	Jun 21, 2016
Grant date	Jun 21, 2016

Abstract

The present invention relates to a new catalytic system, which is a Lindlar type catalyst, wherein the supporting material (CaCO 3 ) has an average particle size (d50) of more than 10 Pm, as well as to the use of such a catalytic system for the partial hydrogenation of a carbon-carbon triple bond (to a carbon-carbon double bond).

First claim

The invention claimed is:

1. A method for the partial hydrogenation of 6-hydroxy-3-(5-hydroxy-3-methyl-pent-3-in-1-ynyl)-2,4,4-trimethylcyclohex-2-enone to 6-hydroxy-3-(5-hydroxy-3-methyl-penta-1,3-dienyl)-2,4,4-trimethylcyclohex-2-enone, the method comprising:
(a) subjecting 6-hydroxy-3-(5-hydroxy-3-methyl-pent-3-in-1-ynyl)-2,4,4-trimethylcyclohex-2-enone to conditions of at least partial hydrogenation in the presence of a Lindlar-type catalyst which comprises, based on total weight of the catalyst:
(i) 85 wt. % to 99.85 wt. % of CaCO 3 having an average particle size (d50) of 10 μm to 120 μm,
(ii) 0.1 wt. % to 10 wt. % of Pd, and
(iii) 0.05 wt. % to 5 wt. % of Pb; and

(b) obtaining 6-hydroxy-3-(5-hydroxy-3-methyl-penta-1,3-dienyl)-2,4,4-trimethylcyclohex-2-enone from the partial hydrogenation conditions of step (a) at a selectivity of greater 90%.

2. The method according to claim 1 , wherein the catalyst comprises, based on total weight of the catalyst:
(i) 89 wt. % to 96 wt. % of CaCO 3 ,
(ii) 3 wt. % to 7 wt. % of Pd, and
(iii) 1 wt. % to 4 wt. % of Pb.

3. The method according to claim 1 , wherein the catalyst comprises, based on total weight of the catalyst:
(i) 92.5 wt. % of CaCO 3 ,
(ii) 5 wt. % of Pd,
(iii) 2.5 wt. % of Pb.

Assignees

• Dsm Ip Assets Bv

Inventors

• Bonrath Werner
• Buss Axel
• Medlock Jonathan Alan
• Mueller Thomas

Classifications

• B01J23/628 Primary

  with lead · CPC title

• B01J37/06

  Washing {(B01J37/0009, B01J37/0018 take precedence)} · CPC title

• B01J37/024

  Multiple impregnation or coating · CPC title

• C07C45/62

  by hydrogenation of carbon-to-carbon double or triple bonds · CPC title

• C07C2601/16

  the ring being unsaturated · CPC title