公开(公告)号：US10266469B2

公开(公告)日：2019-04-23

申请号：US16079155

申请日：2017-02-16

Applicant: BASF Agro B.V.

Inventor： Bernd Wolf ,  Michael Rack ,  Stefan Benson ,  Roland Goetz ,  Helmut Kraus

IPC: C07C35/18 ,  C07C29/17 ,  C07D303/04 ,  C07C35/00

Abstract: The present invention relates to a process for preparing terpinene-4-ol from limonene-4-ol via a hydrogenation reaction in the presence of a nickel catalyst.

公开(公告)号：US11384093B2

公开(公告)日：2022-07-12

申请号：US16498625

申请日：2018-03-23

Applicant: BASF Agro B.V.

Inventor： Stefan Benson ,  Michael Rack ,  Christiane Alznauer ,  Roland Goetz ,  Bernd Wolf

IPC: C07D493/08 ,  A01N25/02 ,  A01N43/90

Abstract: This invention relates to a process for preparing (±)-2-exo-(2-Methylbenzyloxy)-1-methyl-4-iso-propyl-7-oxabicyclo[2.2.1]heptane of the formula (I) any of its individual enantiomers or any non-racemic mixture thereof, comprising the step of reacting (±)-2-exo-hydroxy-1-methyl-4-isopropyl-7-oxabicyclo[2.2.1]heptane of the formula (II) any of its individual enantiomers or any non-racemic mixture thereof with a 2-Methylbenzyl compound of the formula (III) wherein X is a leaving group, in the presence of at least one base, at least one catalyst selected from rubidium salts, cesium salts and any combination thereof and at least one inert organic solvent S1.

公开(公告)号：US10053436B2

公开(公告)日：2018-08-21

申请号：US15324312

申请日：2015-06-26

Applicant: BASF Agro B.V.

Inventor： Joachim Gebhardt ,  Manfred Ehresmann ,  Tiziana Chiodo ,  Martin Viertelhaus ,  Roland Goetz

IPC: C07D295/096 ,  C07D249/08 ,  C07D301/02 ,  C07D303/38

CPC classification number: C07D295/096 ,  C07D249/08 ,  C07D301/02 ,  C07D303/38

Abstract: The present invention relates to a process for the preparation of oxirane compounds of formula II from keto compounds III using dimethyl sulfide (CH3)2S and dimethylsulfate (CH3)2SO4, forming the reagent IV, trimethylsulfonium methylsulfate [(CH3)3S+ CH3SO4−], in aqueous solution in the presence of potassium hydroxide (KOH).

公开(公告)号：US11072593B2

公开(公告)日：2021-07-27

申请号：US16309478

申请日：2017-06-01

Applicant: BASF Agro B.V.

Inventor： Joachim Gebhardt ,  Michael Rack ,  Bernd Wolf ,  Stefan Benson ,  Roland Goetz ,  Helmut Kraus

IPC: C07D301/16 ,  C07D303/04 ,  C07D493/08 ,  B01J19/00

Abstract: This invention relates to a process for the epoxidation of a tetrasubstituted alkene such as terpinolene to the corresponding epoxide such as terpinolene epoxide by reacting the tetrasubstituted alkene with performic acid prepared in situ from formic acid and hydrogen peroxide in the presence of at least one buffering agent. Further, the invention relates to the use of an oxidizing agent comprising hydrogen peroxide and formic acid for the in-situ epoxidation of a tetrasubstituted alkene.

公开(公告)号：US20210163496A1

公开(公告)日：2021-06-03

申请号：US16770969

申请日：2018-12-06

Applicant: BASF AGRO B.V.

Inventor： Michael Rack ,  Stefan Benson ,  Bernd Wolf ,  Roland Goetz

IPC: C07D493/18

Abstract: This invention relates to a process for preparing (±)-2-exo-(2-Methylbenzyloxy)-1-methyl-4-isopropyl-7-oxabicyclo[2.2.1]heptane of the formula (I), any one of its individual enantiomers or any non-racemic mixture thereof any one of its individual enantiomers or any non-racemic mixture thereof, comprising the steps of (a) reacting (±)-2-exo-hydroxy-1-methyl-4-isopropyl-7-oxabicyclo[2.2.1]heptane of the formula (II), any one of its individual enantiomers or any non-racemic mixture thereof (as defined in the description) with elemental sodium to form a sodium salt of the formula (III), any one of its individual enantiomers or any non-racemic mixture thereof (as defined in the description), and (b) reacting said sodium salt (III) with a 2-Methylbenzyl compound of the formula (IV) wherein X is a leaving group, wherein the steps (a) and (b) are conducted in the presence of at least one substantially anhydrous inert organic solvent.

公开(公告)号：US10882810B2

公开(公告)日：2021-01-05

申请号：US16621655

申请日：2018-06-12

Applicant: BASF Agro B.V.

Inventor： Joachim Gebhardt ,  Jan Klaas Lohmann ,  David Anderson ,  Michael Rack ,  Roland Goetz

IPC: C07C41/26 ,  C07C43/295 ,  C07D249/08

Abstract: The present invention relates to a process for the preparation of the compounds of formula II using a lanthanoid salt.

公开(公告)号：US10344008B2

公开(公告)日：2019-07-09

申请号：US15571627

申请日：2016-04-28

Applicant: BASF AGRO B.V.

Inventor： Bernd Wolf ,  Michael Rack ,  Stefan Benson ,  Helmut Kraus ,  Roland Goetz ,  Sukunath Narayanan ,  Chidambaram Rishinaradamangalam

IPC: C07D301/12 ,  C07C29/17 ,  C07C29/56 ,  C07C35/18 ,  C07D303/04 ,  C07D493/08

Abstract: The present invention relates to a process for the preparation of terpinolene epoxide by epoxidation of terpinolene.

公开(公告)号：US10266468B2

公开(公告)日：2019-04-23

申请号：US16079152

申请日：2017-02-16

Applicant: BASF Agro B.V.

Inventor： Bernd Wolf ,  Michael Rack ,  Stefan Benson ,  Roland Goetz ,  Helmut Kraus

IPC: C07C35/18 ,  C07C29/17 ,  C07C303/04 ,  C07C29/132 ,  C07C29/56 ,  B01J25/02

Abstract: The present invention relates to a process for preparing a mixture of terpene alcohols comprising limonene-4-ol and terpinene-4-ol from terpinolene epoxide via an isomerization and/or hydrogenation reaction in the presence of a copper catalyst.

公开(公告)号：US11866443B2

公开(公告)日：2024-01-09

申请号：US16614400

申请日：2018-05-09

Applicant: BASF Agro B.V.

Inventor： Klaus Ditrich ,  Michael Rack ,  Stefan Benson ,  Roland Goetz ,  Helmut Kraus

IPC: C07D493/08 ,  C07B57/00

CPC classification number: C07D493/08 ,  C07B57/00 ,  C07B2200/07

Abstract: The present invention relates to a method for separating an optically active hydroxy cineole derivatives by lixiviation and crystallization and enantiomerically pure optically active hydroxy cineole derivatives of purity greater than 99.5% that have been prepared by this process. The present invention further relates to use of the desired enantiomer having enantiomeric excess of at least 99.5% ee as prepared according to the present invention, for the synthesis of enantiomerically pure 7-oxabicyclo[2.2.1]heptane derivatives.

公开(公告)号：US20220033411A1

公开(公告)日：2022-02-03

申请号：US16614163

申请日：2018-05-09

Applicant: BASF Agro B.V.

Inventor： Klaus Ditrich ,  Michael Rack ,  Stefan Benson ,  Roland Goetz ,  Helmut Kraus

IPC: C07D493/08

Abstract: The present invention relates to a process for preparing optically active 1,4-cineole derivatives by enzymatic resolution and enantiomerically pure optically active 1,4-cineole derivatives of purity greater than 99.9% that have been prepared by this process. The present invention further relates to a process for preparing 7-oxabicyclo[2.2.1]heptane derivatives from the enantiomerically pure optically active 1,4-cineole derivatives.