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GB884548A - Improvements in the production of alpha, beta-unsaturated nitriles - Google Patents

Improvements in the production of alpha, beta-unsaturated nitriles

Info

Publication number
GB884548A
GB884548A GB7512/60A GB751260A GB884548A GB 884548 A GB884548 A GB 884548A GB 7512/60 A GB7512/60 A GB 7512/60A GB 751260 A GB751260 A GB 751260A GB 884548 A GB884548 A GB 884548A
Authority
GB
United Kingdom
Prior art keywords
aliphatic
beta
alpha
phosphorus atom
atom
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.)
Expired
Application number
GB7512/60A
Inventor
Walter Stilz
Horst Pommer
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.)
BASF SE
Original Assignee
BASF SE
Badische Anilin and Sodafabrik AG
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 BASF SE, Badische Anilin and Sodafabrik AG filed Critical BASF SE
Publication of GB884548A publication Critical patent/GB884548A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00—Carboxylic acid nitriles
    • C07C255/01—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms
    • C07C255/32—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms having cyano groups bound to acyclic carbon atoms of a carbon skeleton containing at least one six-membered aromatic ring
    • C07C255/34—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms having cyano groups bound to acyclic carbon atoms of a carbon skeleton containing at least one six-membered aromatic ring with cyano groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by unsaturated carbon chains

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)

Abstract

The invention comprises (1) the compounds alpha - cyclohexylidenyl - cyclohexylidene aceto - nitrile, 1,1-dimethoxy-2-methyl-3-cyano-propene(2), p gamma-tetrahydrofuramyloxy-beta-methylcrotonitrile and 1,4-bis-(21cyano-propen-(11)-yl-(11))-benzene; and (2) the preparation of these and other alpha, beta-unsaturated nitriles containing optional halogen, alkoxy, hydroxyl, nitro, amino, carboxyl, carboxylic ester and acyloxy substituents by reacting a phosphonate or phosphinate of the formula <FORM:0884548/IV (b)/1> in which R1 is an aliphatic, cycloaliphatic or araliphatic radical attached to the phosphorus atom by way of an oxygen atom, R2 has the same meaning as R1 and may also be an aliphatic, cycloaliphatic, araliphatic or aromatic radical attached to the phosphorus atom by means of carbon atom, or in which R1 and R2 may also be common members of a heterocyclic ring carrying optional substituents and containing the phosphorus atom and two oxygen atoms directly attached thereto, R3, R4 and R5 are hydrogen or C1-4 alkyl radicals and n is 0, 1, 2, 3 or 4, with a carbonyl compound in the presence of a proton acceptor. The carbonyl compound may be an aliphatic, aromatic or heterocyclic aldehyde or ketone. Suitable proton acceptors are alkali or alkaline earth metal hydroxides, alcoholates or amides, strongly basic amines or basic ion exchange resins. The reaction may be conducted in water or an inert organic solvent. Phosphinates and phosphonates of the above general formula may be prepared by reacting halonitriles with a phosphinate or phosphorous acid ester, respectively.
GB7512/60A 1959-03-04 1960-03-03 Improvements in the production of alpha, beta-unsaturated nitriles Expired GB884548A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE884548X 1959-03-04

Publications (1)

Publication Number Publication Date
GB884548A true GB884548A (en) 1961-12-13

Family

ID=6832493

Family Applications (1)

Application Number Title Priority Date Filing Date
GB7512/60A Expired GB884548A (en) 1959-03-04 1960-03-03 Improvements in the production of alpha, beta-unsaturated nitriles

Country Status (1)

Country Link
GB (1) GB884548A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN115010754A (en) * 2022-07-25 2022-09-06 苏州昊帆生物股份有限公司 Preparation method of (1-cyanoethyl) diethyl phosphate

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN115010754A (en) * 2022-07-25 2022-09-06 苏州昊帆生物股份有限公司 Preparation method of (1-cyanoethyl) diethyl phosphate
CN115010754B (en) * 2022-07-25 2024-02-02 苏州昊帆生物股份有限公司 Preparation method of diethyl (1-cyanoethyl) phosphate

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