公开(公告)号：US20170362153A1

公开(公告)日：2017-12-21

申请号：US15533251

申请日：2015-12-22

Applicant: Kao Corporation

Inventor： Kenji TANINO ,  Daichi SAKODA ,  Shu SAKAMOTO

IPC: C07C45/28 ,  C07C49/385 ,  C07B61/00 ,  B01J31/02 ,  C01G41/02 ,  C01B15/01 ,  C07C49/587 ,  C07C45/57

CPC classification number: C07C45/28 ,  B01J31/0239 ,  C01B15/01 ,  C01G41/02 ,  C07B61/00 ,  C07C45/57 ,  C07C45/64 ,  C07C45/66 ,  C07C49/385 ,  C07C49/587 ,  C07C49/487

Abstract: Provided is a method for producing a compound represented by general formula (I) by oxidative cleavage of a compound of formula (II), which is a bicyclic tetrasubstituted olefin compound, using hydrogen peroxide. The method for producing a compound represented by general formula (I) includes a step of subjecting a compound represented by general formula (II) to oxidative cleavage using hydrogen peroxide in the presence of an acid catalyst or in the presence of a tungstic acid compound to obtain the compound represented by general formula (I): [In the formulae, formula -A1- (where the front bond denotes a bond that bonds with a carbon atom C1 while the back bond denotes a bond that bonds with a carbon atom C2) is an alkylene group having 2 to 6 carbon atoms that may have been substituted and that may further include an ether bond, an ester bond, a secondary amino group, a thioether group, or these, and formula -A2- (where the front bond denotes a bond that bonds with a carbon atom C1 while the back bond denotes a bond that bonds with a carbon atom C2) is an alkylene group having 4 to 10 carbon atoms that may have been substituted and that may further include an ether bond, an ester bond, a secondary amino group, a thioether group, or these.]

公开(公告)号：US20220153672A1

公开(公告)日：2022-05-19

申请号：US17440564

申请日：2020-03-17

Applicant: Kao Corporation

Inventor： Jun DEGUCHI ,  Makoto SAKAKIBARA ,  Daichi SAKODA

IPC: C07C45/51 ,  C07C45/66

Abstract: Provided is a method with which an α-allylated cycloalkanone is obtained from a macroyclic compound used as a starting material. The method is a method for producing an α-allylated cycloalkanone represented by General Formula (IV), and the method includes a step of reacting a compound represented by General Formula (I) and/or a compound represented by General Formula (II) with a compound represented by General Formula (III) in the presence of an acid catalyst to produce an α-allylated cycloalkanone represented by General Formula (IV), the acid catalyst including an acid catalyst that includes an ammonium cation and an anion. where R1, R2, and R3 are the same or different and each of them is an alky group having 1 or mom and 4 or less of carbon atoms, the group -A1- (it should be noted that the front bond refers to a bond that binds to the carbon atom C1 and the back bond refers to a bond that binds to the carbon atom C2) is an alkylene group having 4 or more and 20 or les of carbon atoms that optionally contains a hetero atom and optionally has a substituent, and R4 is a hydrogen atom or an alkyl group having 1 or more and 4 or less of carbon atoms.

公开(公告)号：US20220153671A1

公开(公告)日：2022-05-19

申请号：US17440284

申请日：2020-03-17

Applicant: Kao Corporation

Inventor： Jun DEGUCHI ,  Makoto SAKAKIBARA ,  Daichi SAKODA

IPC: C07C45/45 ,  C07C45/61

Abstract: Provided is a method with which an α-allylated cycloalkanone is obtained from a cyclic compound cycloalkanone used as a starting material. The method is a method for producing an α-allylated cycloalkanone represented by General Formula (III), and the method includes: a step 1: reacting a compound represented by General Formula (I) and alcohol having 1 or more and 4 or less of carbon atoms in the presence of a first acid catalyst and optionally a dehydrating agent; and a step 2: reacting a crude product obtained in the step 1 and a compound represented by General Formula (II) in the presence of a second acid catalyst to produce an α-allylated cycloalkanone represented by General Formula (III). The step 1 and the step 2 are consecutively performed. In the formulae above, the group -A1- (it should be noted that the front bond refers to a bond that binds to the carbon atom C1 and the back bond refers to a bond that binds to the carbon atom C2) is an alkylene group having 4 or more and 20 or less of carbon atoms that optionally contains a hetero atom and optionally has a substituent, and R4 is a hydrogen atom or an alkyl group having 1 or more and 4 or less of carbon atoms.

公开(公告)号：US20220119404A1

公开(公告)日：2022-04-21

申请号：US17280680

申请日：2019-09-20

Applicant: Kao Corporation

Inventor： Yuki KASHIWAGI ,  Daichi SAKODA

IPC: C07D493/08 ,  B01J31/14 ,  B01J21/06

Abstract: Provided is a one-step method for producing an enol ether using a diketone of a macrocyclic compound as a starting material. A method for producing a compound represented by general formula (I) includes reacting a compound represented by general formula (II) in the presence of a metal catalyst containing at least one metal element selected from the group consisting of magnesium, aluminum, zirconium, titanium, and samarium, and an alcohol containing at least one selected from the group consisting of a primary alcohol and a secondary alcohol to obtain the compound represented by general formula (I).