EP0048251A1 - A process for the preparation of difunctional aldehydes - Google Patents

A process for the preparation of difunctional aldehydes

Info

Publication number
EP0048251A1
EP0048251A1 EP81900742A EP81900742A EP0048251A1 EP 0048251 A1 EP0048251 A1 EP 0048251A1 EP 81900742 A EP81900742 A EP 81900742A EP 81900742 A EP81900742 A EP 81900742A EP 0048251 A1 EP0048251 A1 EP 0048251A1
Authority
EP
European Patent Office
Prior art keywords
aldehydes
dihalides
phase
atom
alkyl groups
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.)
Withdrawn
Application number
EP81900742A
Other languages
German (de)
English (en)
French (fr)
Inventor
Alfred Hopfinger
kjell SJÖBERG
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.)
Individual
Original Assignee
Individual
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 Individual filed Critical Individual
Publication of EP0048251A1 publication Critical patent/EP0048251A1/en
Withdrawn legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
    • C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/132—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group
    • C07C29/136—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH
    • C07C29/14—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of a —CHO group

Definitions

  • the present invention describes an alkylation of aldehydes containing only one hydrogen atom at the ⁇ -carbon atom using alifatic or aralifatic dihalides as alkylating agents under PTC-conditions.
  • a catalyst we use quaternary ammonium- or phosphonium salts.
  • base we use alkali hydroxides and/or carbonates.
  • the corresponding oxime has a m.p. of 167-169 C. After oxidation of the dialdehyde we obtained a diacid, m.p. 223-224°C (lit. 217°C) . After reduction of the dialdehyde we obtain 1.4-xylylyl-bis-2.2- dimethylethanol, m.p. 111-112 C.
  • the structure was determined by IR and NMR and chlorine analysis.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
EP81900742A 1980-03-24 1981-03-23 A process for the preparation of difunctional aldehydes Withdrawn EP0048251A1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
SE8001124A SE8001124L (sv) 1980-03-24 1980-03-24 Alkyleringsprodukter av aldehyder
SE8001124 1980-03-24

Publications (1)

Publication Number Publication Date
EP0048251A1 true EP0048251A1 (en) 1982-03-31

Family

ID=20340239

Family Applications (1)

Application Number Title Priority Date Filing Date
EP81900742A Withdrawn EP0048251A1 (en) 1980-03-24 1981-03-23 A process for the preparation of difunctional aldehydes

Country Status (3)

Country Link
EP (1) EP0048251A1 (sv)
SE (1) SE8001124L (sv)
WO (1) WO1981002735A1 (sv)

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2356866C3 (de) * 1972-11-17 1987-01-22 Kuraray Co., Ltd., Kurashiki, Okayama Verfahren zur Herstellung von Methylheptenon
JPS581091B2 (ja) * 1973-12-27 1983-01-10 株式会社クラレ チカンケトンノ セイゾウホウ
DE2513996C3 (de) * 1975-03-29 1979-12-20 Basf Ag, 6700 Ludwigshafen Cyc lopentenderivate
US4068012A (en) * 1976-11-11 1978-01-10 International Flavors & Fragrances Inc. Use of 1-(2-propenyl)-3-(4-methyl-3-pentenyl)-Δ3 -cyclohexene-1-carboxaldehyde and 1-(2-propenyl)-4-(4-methyl-3-pentenyl)-Δ3 -cyclohexene-1-carboxaldehyde
US4010207A (en) * 1976-01-15 1977-03-01 International Flavors & Fragrances Inc. Process for the alkylation of α, β-unsaturated aldehydes

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO8102735A1 *

Also Published As

Publication number Publication date
WO1981002735A1 (en) 1981-10-01
SE8001124L (sv) 1981-09-25

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Legal Events

Date Code Title Description
PUAI Public reference made under article 153(3) epc to a published international application that has entered the european phase

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AK Designated contracting states

Designated state(s): CH DE FR GB SE

STAA Information on the status of an ep patent application or granted ep patent

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18D Application deemed to be withdrawn

Effective date: 19820604