KR950703502A - PROCESS FOR CONVERTING ACETALS TO ETHERS - Google Patents

PROCESS FOR CONVERTING ACETALS TO ETHERS Download PDF

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Publication number
KR950703502A
KR950703502A KR1019950700901A KR19950700901A KR950703502A KR 950703502 A KR950703502 A KR 950703502A KR 1019950700901 A KR1019950700901 A KR 1019950700901A KR 19950700901 A KR19950700901 A KR 19950700901A KR 950703502 A KR950703502 A KR 950703502A
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KR
South Korea
Prior art keywords
acetal
alumina
silica
carbon
group
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KR1019950700901A
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Korean (ko)
Inventor
엠. 쎄잭 래리
알. 클리에워 웨인
바르도첵 -로자 로스마리
Original Assignee
마이클 토마스 발로우
비피 케미칼스 리미티드
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Application filed by 마이클 토마스 발로우, 비피 케미칼스 리미티드 filed Critical 마이클 토마스 발로우
Publication of KR950703502A publication Critical patent/KR950703502A/en

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
    • C07C41/01—Preparation of ethers
    • C07C41/18—Preparation of ethers by reactions not forming ether-oxygen bonds
    • C07C41/28—Preparation of ethers by reactions not forming ether-oxygen bonds from acetals, e.g. by dealcoholysis
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
    • B01J23/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals
    • B01J23/40—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals of the platinum group metals
    • B01J23/44—Palladium
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C43/00—Ethers; Compounds having groups, groups or groups
    • C07C43/02—Ethers
    • C07C43/03—Ethers having all ether-oxygen atoms bound to acyclic carbon atoms
    • C07C43/04—Saturated ethers

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

본 발명은 아세탈의 에테르로의 변환 방법에 관한 것이다. 더욱 구체적으로, 본 발명은 담지된 수소화 촉매의 존재하에 3-알콕시프로피온알데히드 디알킬 아세탈을 상응하는 1,3-디알콕시프로판으로 변환하기 위한 수소화 방법에 관한 것이다. 이 방법은 상응하는 알콜, 알콜실화 알콜 및 모노-에테르의 생성에 비해 상술한 디에테르의 생성에 대해 매우 선택적이다.The present invention relates to a process for the conversion of acetal to ether. More specifically, the present invention relates to a hydrogenation process for converting 3-alkoxypropionaldehyde dialkyl acetal to the corresponding 1,3-dialkoxypropane in the presence of a supported hydrogenation catalyst. This method is highly selective for the production of the diethers described above compared to the production of the corresponding alcohols, alcoholylated alcohols and mono-ethers.

Description

아세탈의 에테르로의 변환방법(PROCESS FOR CONVERTING ACETALS TO ETHERS)PROCESS FOR CONVERTING ACETALS TO ETHERS

본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음Since this is an open matter, no full text was included.

Claims (12)

Pd, Ni, Co, Pt, Rh 및 Ru로 구성된 군으로부터 선택된 1종이상의 촉매 금속, 및 실리카, 알루미나, 실리카-알루미나, 알루미노실리케이트 및 탄소로 구성된 군으로부터 선택된 1종이상의 담지체 물질을 함유하는 촉매 조성물의 존재하에 하기 일반식(Ⅱ)의 아세탈을 수소화함을 특징으로 하는, 하기 일반식(Ⅰ)의 1,3-디에테르 화합물의 제조방법 :At least one catalytic metal selected from the group consisting of Pd, Ni, Co, Pt, Rh and Ru, and at least one carrier material selected from the group consisting of silica, alumina, silica-alumina, aluminosilicate and carbon A process for producing a 1,3-diether compound of the general formula (I), characterized in that the acetal of the general formula (II) is hydrogenated in the presence of a catalyst composition: [식중, R은 탄소원자수 1∼4의 알킬기이다][Wherein R is an alkyl group having 1 to 4 carbon atoms] [식중, R은 상기 일반식(Ⅰ)에서와 동일한 의미이다][Wherein R is the same meaning as in the general formula (I)] 제1항에 있어서, 일반식(Ⅱ)의 R이 에틸기인 제조방법.The process according to claim 1, wherein R in general formula (II) is an ethyl group. 제1항에 있어서, 상기 아세탈이, 아크롤레인을 일반식 ROH(식증 R은 일반식(Ⅱ)에서와 동일한 의미이다)로 나타내는 알콜 및 1종이상의 산성 시약과 유효 시간동안 반응시켜 아세탈을 생성함으로써 제조되는 제조방법.The method of claim 1, wherein the acetal is prepared by reacting acrolein with alcohol represented by the general formula ROH (Formula R is the same as in formula (II)) and at least one acidic reagent for an effective time to produce acetal. Manufacturing method. 제3항에 있어서, 상기 아세탈을 제조하기 위한 반응에서 아크롤레인 대 알콜의 몰비가 약 1:1∼1:20인 제조방법.4. A process according to claim 3 wherein the molar ratio of acrolein to alcohol in the reaction for producing acetal is about 1: 1 to 1:20. 제3항에 있어서, 상기 아세탄을 제조하기 위한 반응에서 반응이 약 0∼120℃의 온도범위 및 약 0∼700kPa의 압력범위에서 수행되는 제조방법.The process of claim 3 wherein the reaction in the reaction for producing acetan is carried out at a temperature range of about 0 to 120 ° C. and a pressure range of about 0 to 700 kPa. 제1항에 있어서, 약 650∼35,000kPa의 수소압에서 상기 아세탈이 상기 디에테르로 변환되는 제조방법.The process of claim 1 wherein said acetal is converted to said diether at a hydrogen pressure of about 650 to 35,000 kPa. 제1항에 있어서, 상기 아세탈 대 수소의 몰비가 약 1:1∼1:100인 제조방법.The process of claim 1 wherein the molar ratio of acetal to hydrogen is about 1: 1 to 1: 100. 제1항에 있어서, 상기 담지체 물질이 흑연 또는 활성탄인 제조방법.The method according to claim 1, wherein the carrier material is graphite or activated carbon. 제1항에 있어서, 상기 촉매 금속이 팔라듐이고 상기 담지체 물질이 탄소인 제조방법.The method of claim 1, wherein the catalyst metal is palladium and the support material is carbon. 제1항에 있어서, 약 50∼250℃의 온도범위에서 상기 아세탈이 상기 디에테르로 변환되는 제조방법.The process of claim 1 wherein said acetal is converted to said diether in a temperature range of about 50-250 ° C. 3. 약 3,000∼17,500kPa의 수소압 및 약 150∼210℃ 의 온도에서, Ni 또는 Pd인 촉매 금속 및 실리카, 알루미나, 실리카-알루미나, 알루미노실리케이트 및 탄소로 구성된 군으로부터 선택된 담지체 물질을 함유하는 촉매의 존재하에 3-에톡시프로피온알데히드 디에틸 아세탈을 수소화함을 특징으로 하는, 1,3-디에톡시프로판의 제조방법.At a hydrogen pressure of about 3,000 to 17,500 kPa and a temperature of about 150 to 210 ° C., a catalyst containing a catalyst metal which is Ni or Pd and a support material selected from the group consisting of silica, alumina, silica-alumina, aluminosilicate and carbon A process for producing 1,3-diethoxypropane, characterized in that the hydrogenation of 3-ethoxypropionaldehyde diethyl acetal in the presence of. 에탄올 및 아크롤레인을 함유하는 혼합물을 충분한 온도에서 및 유효 시간동안 1종이상의 산성시약과 접촉반응시켜 3-에톡시프로피온알데히드 디에틸 아세탈을 함유하는 중간 생성물을 제조하고; 충분한 온도에서 및 유효 시간동안, 실리카, 알루미나, 실리카-알루미나, 알루미노실리케이트 및 탄소로 구성된 군으로부터 선택된 담지체 물질을 담지된 니켈 또는 팔라듐 수소화 촉매의 존재하에 상기 3-에톡시프로피온알데히드 디에틸 아세탈을 수소화하여 1,3-디에톡시프로판을 생성함을 특징으로 하는, 아크롤레인의 1,3-디에톡시프로판으로의 변환 방법.A mixture containing ethanol and acrolein at a sufficient temperature and for an effective time is contacted with at least one acidic reagent to prepare an intermediate product containing 3-ethoxypropionaldehyde diethyl acetal; At a sufficient temperature and for an effective time, the 3-ethoxypropionaldehyde diethyl acetal in the presence of a nickel or palladium hydrogenation catalyst carrying a support material selected from the group consisting of silica, alumina, silica-alumina, aluminosilicate and carbon A method for converting acrolein to 1,3-diethoxypropane, characterized in that hydrogenation to form 1,3-diethoxypropane. ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.※ Note: The disclosure is based on the initial application.
KR1019950700901A 1993-07-07 1994-07-05 PROCESS FOR CONVERTING ACETALS TO ETHERS KR950703502A (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US8797793A 1993-07-07 1993-07-07
US08/087977 1993-07-07
PCT/US1994/007517 WO1995001949A1 (en) 1993-07-07 1994-07-05 Process for converting acetals to ethers

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KR950703502A true KR950703502A (en) 1995-09-20

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EP (1) EP0658155A4 (en)
JP (1) JPH08500368A (en)
KR (1) KR950703502A (en)
AU (1) AU7322194A (en)
WO (1) WO1995001949A1 (en)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE4431994A1 (en) * 1994-09-08 1996-03-14 Degussa Process for the preparation of 1,1,3-trialkoxypropane
GB9506052D0 (en) * 1995-03-24 1995-05-10 Bp Chem Int Ltd Process
WO1996033154A1 (en) * 1995-04-20 1996-10-24 Idemitsu Kosan Co., Ltd. Process for producing ether compounds
US5977010A (en) * 1995-06-15 1999-11-02 Engelhard Corporation Shaped hydrogenation catalyst and processes for their preparation and use
GB201717210D0 (en) * 2017-10-19 2017-12-06 Bp Plc Selective acetalization/etherification process
GB201717211D0 (en) * 2017-10-19 2017-12-06 Bp Plc Etherification process
GB201818905D0 (en) 2018-11-20 2019-01-02 Bp Plc Process for making ethers via enol ethers

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE898895C (en) * 1939-06-11 1953-12-07 Degussa Process for the preparation of ª-alkoxypropionaldehyde acetals or their ª-substituted homologues
DE888999C (en) * 1943-01-13 1953-09-07 Chemische Werke Huels Ges Mit Process for the preparation of diaethers of 1,3-glycols
US2590598A (en) * 1948-12-07 1952-03-25 Gen Aniline & Film Corp Polyethers and process of preparing the same
US4479017A (en) * 1981-06-29 1984-10-23 Mitsubishi Petrochemical Co., Ltd. Process for producing ether compounds by catalytic hydrogenolysis

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JPH08500368A (en) 1996-01-16
WO1995001949A1 (en) 1995-01-19
AU7322194A (en) 1995-02-06
EP0658155A1 (en) 1995-06-21
EP0658155A4 (en) 1996-01-24

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