JP7475264B2 - 3-イソプロペニル-6-ヘプテナール化合物及び6-イソプロペニル-3-メチル-3,9-デカジエニル=カルボキシレート化合物の製造方法並びにその中間体 - Google Patents

3-イソプロペニル-6-ヘプテナール化合物及び6-イソプロペニル-3-メチル-3,9-デカジエニル=カルボキシレート化合物の製造方法並びにその中間体 Download PDF

Info

Publication number
JP7475264B2
JP7475264B2 JP2020205403A JP2020205403A JP7475264B2 JP 7475264 B2 JP7475264 B2 JP 7475264B2 JP 2020205403 A JP2020205403 A JP 2020205403A JP 2020205403 A JP2020205403 A JP 2020205403A JP 7475264 B2 JP7475264 B2 JP 7475264B2
Authority
JP
Japan
Prior art keywords
compound
methyl
isopropenyl
reaction
formula
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Active
Application number
JP2020205403A
Other languages
English (en)
Japanese (ja)
Other versions
JP2022092538A (ja
Inventor
啓弘 馬場
剛 金生
尚樹 石橋
祐輔 長江
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Shin Etsu Chemical Co Ltd
Original Assignee
Shin Etsu Chemical Co Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Shin Etsu Chemical Co Ltd filed Critical Shin Etsu Chemical Co Ltd
Priority to JP2020205403A priority Critical patent/JP7475264B2/ja
Priority to EP21212942.3A priority patent/EP4011858A1/en
Priority to CN202111483900.2A priority patent/CN114621073A/zh
Priority to US17/543,877 priority patent/US11807602B2/en
Publication of JP2022092538A publication Critical patent/JP2022092538A/ja
Priority to JP2024015428A priority patent/JP2024050787A/ja
Application granted granted Critical
Publication of JP7475264B2 publication Critical patent/JP7475264B2/ja
Priority to JP2025061400A priority patent/JP2025106372A/ja
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/52Esters of acyclic unsaturated carboxylic acids having the esterified carboxyl group bound to an acyclic carbon atom
    • C07C69/587Monocarboxylic acid esters having at least two carbon-to-carbon double bonds
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/41Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by hydrogenolysis or reduction of carboxylic groups or functional derivatives thereof
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/36Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring increasing the number of carbon atoms by reactions with formation of hydroxy groups, which may occur via intermediates being derivatives of hydroxy, e.g. O-metal
    • C07C29/38Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring increasing the number of carbon atoms by reactions with formation of hydroxy groups, which may occur via intermediates being derivatives of hydroxy, e.g. O-metal by reaction with aldehydes or ketones
    • C07C29/40Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring increasing the number of carbon atoms by reactions with formation of hydroxy groups, which may occur via intermediates being derivatives of hydroxy, e.g. O-metal by reaction with aldehydes or ketones with compounds containing carbon-to-metal bonds
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C41/00Preparation of ethers; Preparation of compounds having groups, groups or groups
    • C07C41/01Preparation of ethers
    • C07C41/18Preparation of ethers by reactions not forming ether-oxygen bonds
    • C07C41/30Preparation of ethers by reactions not forming ether-oxygen bonds by increasing the number of carbon atoms, e.g. by oligomerisation
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00Preparation of carboxylic acid esters
    • C07C67/08Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides with the hydroxy or O-metal group of organic compounds
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00Preparation of carboxylic acid esters
    • C07C67/14Preparation of carboxylic acid esters from carboxylic acid halides
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00Preparation of carboxylic acid esters
    • C07C67/27Preparation of carboxylic acid esters from ortho-esters
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00Preparation of carboxylic acid esters
    • C07C67/39Preparation of carboxylic acid esters by oxidation of groups which are precursors for the acid moiety of the ester
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00Preparation of carboxylic acid esters
    • C07C67/475Preparation of carboxylic acid esters by splitting of carbon-to-carbon bonds and redistribution, e.g. disproportionation or migration of groups between different molecules
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D309/00Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings
    • C07D309/02Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
    • C07D309/04Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C07D309/06Radicals substituted by oxygen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02Phosphorus compounds
    • C07F9/28Phosphorus compounds with one or more P—C bonds
    • C07F9/54Quaternary phosphonium compounds
    • C07F9/5442Aromatic phosphonium compounds (P-C aromatic linkage)

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Biochemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
JP2020205403A 2020-12-10 2020-12-10 3-イソプロペニル-6-ヘプテナール化合物及び6-イソプロペニル-3-メチル-3,9-デカジエニル=カルボキシレート化合物の製造方法並びにその中間体 Active JP7475264B2 (ja)

Priority Applications (6)

Application Number Priority Date Filing Date Title
JP2020205403A JP7475264B2 (ja) 2020-12-10 2020-12-10 3-イソプロペニル-6-ヘプテナール化合物及び6-イソプロペニル-3-メチル-3,9-デカジエニル=カルボキシレート化合物の製造方法並びにその中間体
EP21212942.3A EP4011858A1 (en) 2020-12-10 2021-12-07 Processes for preparing a 3-isopropenyl-6-heptenal compound and a 6-isopropenyl-3-methyl-3,9-decadienyl carboxylate compound, and an intermediate therefor
CN202111483900.2A CN114621073A (zh) 2020-12-10 2021-12-07 庚烯醛化合物和癸二烯基羧酸酯化合物及其中间体的制备方法
US17/543,877 US11807602B2 (en) 2020-12-10 2021-12-07 Processes for preparing a 3-isopropenyl-6-heptenal compound and a 6- isopropenyl-3-methyl-3,9-decadienyl carboxylate compound, and an intermediate therefor
JP2024015428A JP2024050787A (ja) 2020-12-10 2024-02-05 3-イソプロペニル-6-ヘプテナール化合物及び6-イソプロペニル-3-メチル-3,9-デカジエニル=カルボキシレート化合物の製造方法並びにその中間体
JP2025061400A JP2025106372A (ja) 2020-12-10 2025-04-02 3-イソプロペニル-6-ヘプテナール化合物及び6-イソプロペニル-3-メチル-3,9-デカジエニル=カルボキシレート化合物の製造方法並びにその中間体

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP2020205403A JP7475264B2 (ja) 2020-12-10 2020-12-10 3-イソプロペニル-6-ヘプテナール化合物及び6-イソプロペニル-3-メチル-3,9-デカジエニル=カルボキシレート化合物の製造方法並びにその中間体

Related Child Applications (1)

Application Number Title Priority Date Filing Date
JP2024015428A Division JP2024050787A (ja) 2020-12-10 2024-02-05 3-イソプロペニル-6-ヘプテナール化合物及び6-イソプロペニル-3-メチル-3,9-デカジエニル=カルボキシレート化合物の製造方法並びにその中間体

Publications (2)

Publication Number Publication Date
JP2022092538A JP2022092538A (ja) 2022-06-22
JP7475264B2 true JP7475264B2 (ja) 2024-04-26

Family

ID=78825157

Family Applications (3)

Application Number Title Priority Date Filing Date
JP2020205403A Active JP7475264B2 (ja) 2020-12-10 2020-12-10 3-イソプロペニル-6-ヘプテナール化合物及び6-イソプロペニル-3-メチル-3,9-デカジエニル=カルボキシレート化合物の製造方法並びにその中間体
JP2024015428A Pending JP2024050787A (ja) 2020-12-10 2024-02-05 3-イソプロペニル-6-ヘプテナール化合物及び6-イソプロペニル-3-メチル-3,9-デカジエニル=カルボキシレート化合物の製造方法並びにその中間体
JP2025061400A Pending JP2025106372A (ja) 2020-12-10 2025-04-02 3-イソプロペニル-6-ヘプテナール化合物及び6-イソプロペニル-3-メチル-3,9-デカジエニル=カルボキシレート化合物の製造方法並びにその中間体

Family Applications After (2)

Application Number Title Priority Date Filing Date
JP2024015428A Pending JP2024050787A (ja) 2020-12-10 2024-02-05 3-イソプロペニル-6-ヘプテナール化合物及び6-イソプロペニル-3-メチル-3,9-デカジエニル=カルボキシレート化合物の製造方法並びにその中間体
JP2025061400A Pending JP2025106372A (ja) 2020-12-10 2025-04-02 3-イソプロペニル-6-ヘプテナール化合物及び6-イソプロペニル-3-メチル-3,9-デカジエニル=カルボキシレート化合物の製造方法並びにその中間体

Country Status (4)

Country Link
US (1) US11807602B2 (https=)
EP (1) EP4011858A1 (https=)
JP (3) JP7475264B2 (https=)
CN (1) CN114621073A (https=)

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2018535983A (ja) 2015-11-18 2018-12-06 プロビビ インコーポレイテッド オレフィンメタセシスを介した脂肪族オレフィン誘導体の生成

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4201874A (en) * 1978-03-13 1980-05-06 Zoecon Corporation 3-Isopropenyl-6-heptenoic acid
JP4110490B2 (ja) * 1998-03-30 2008-07-02 曽田香料株式会社 β−シネンサールの製造法
JP4999939B2 (ja) 2010-01-12 2012-08-15 信越化学工業株式会社 クワシロカイガラムシの性誘引剤及び誘引方法
WO2019216412A1 (ja) * 2018-05-11 2019-11-14 高砂香料工業株式会社 ジエナール化合物および香料組成物

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2018535983A (ja) 2015-11-18 2018-12-06 プロビビ インコーポレイテッド オレフィンメタセシスを介した脂肪族オレフィン誘導体の生成

Non-Patent Citations (3)

* Cited by examiner, † Cited by third party
Title
Chemistry Letters,2007年,Vol.36, No.7,pp.886-887
J. Org. Chem.,1980年,Vol.45,pp.2910-2912
Synthetic Communications,1990年,Vol.20, No.4,pp.495-501

Also Published As

Publication number Publication date
JP2025106372A (ja) 2025-07-15
CN114621073A (zh) 2022-06-14
JP2022092538A (ja) 2022-06-22
US11807602B2 (en) 2023-11-07
EP4011858A1 (en) 2022-06-15
US20220185763A1 (en) 2022-06-16
JP2024050787A (ja) 2024-04-10

Similar Documents

Publication Publication Date Title
US12312309B2 (en) 3-acyloxymethyl-3-butenal acetal compounds
JP6254925B2 (ja) 酪酸2−イソプロピリデン−5−メチル−4−ヘキセニルの製造方法
JP7475264B2 (ja) 3-イソプロペニル-6-ヘプテナール化合物及び6-イソプロペニル-3-メチル-3,9-デカジエニル=カルボキシレート化合物の製造方法並びにその中間体
JP7541959B2 (ja) α-及びγ-ネクロジル化合物の製造方法
EP4119535B1 (en) Acetal compounds, processes for their preparation, and processes for preparing aldehyde compounds from the acetal compounds
EP2949642B1 (en) Method for producing 3,5-dimethyldodecanoic acid; and 4-carboxy-3,5-dimethyl-3,5-dodecadienoic acid
JP7598773B2 (ja) 6-イソプロペニル-3-メチル-9-デセニル=アセテートの製造方法及びその中間体
CN113912494B (zh) 6-异丙烯基-3-甲基-9-癸烯基乙酸酯的制备方法及其中间体
CN105531251A (zh) 用于制备环薰衣草醇及其衍生物的方法
JP7547291B2 (ja) ビニルエーテル化合物、並びにそれからのアルデヒド化合物及びカルボキシレート化合物の製造方法

Legal Events

Date Code Title Description
A521 Request for written amendment filed

Free format text: JAPANESE INTERMEDIATE CODE: A523

Effective date: 20220408

A621 Written request for application examination

Free format text: JAPANESE INTERMEDIATE CODE: A621

Effective date: 20230125

A977 Report on retrieval

Free format text: JAPANESE INTERMEDIATE CODE: A971007

Effective date: 20231102

A131 Notification of reasons for refusal

Free format text: JAPANESE INTERMEDIATE CODE: A131

Effective date: 20231205

A521 Request for written amendment filed

Free format text: JAPANESE INTERMEDIATE CODE: A523

Effective date: 20240205

A131 Notification of reasons for refusal

Free format text: JAPANESE INTERMEDIATE CODE: A131

Effective date: 20240319

A521 Request for written amendment filed

Free format text: JAPANESE INTERMEDIATE CODE: A523

Effective date: 20240321

TRDD Decision of grant or rejection written
A01 Written decision to grant a patent or to grant a registration (utility model)

Free format text: JAPANESE INTERMEDIATE CODE: A01

Effective date: 20240405

A61 First payment of annual fees (during grant procedure)

Free format text: JAPANESE INTERMEDIATE CODE: A61

Effective date: 20240416

R150 Certificate of patent or registration of utility model

Ref document number: 7475264

Country of ref document: JP

Free format text: JAPANESE INTERMEDIATE CODE: R150