GB776121A - Process for the production of -ß-aminobutyric acids and of esters and salts thereof substituted on the nitrogen atom - Google Patents

Process for the production of -ß-aminobutyric acids and of esters and salts thereof substituted on the nitrogen atom

Info

Publication number
GB776121A
GB776121A GB29799/55A GB2979955A GB776121A GB 776121 A GB776121 A GB 776121A GB 29799/55 A GB29799/55 A GB 29799/55A GB 2979955 A GB2979955 A GB 2979955A GB 776121 A GB776121 A GB 776121A
Authority
GB
United Kingdom
Prior art keywords
salts
substituted
aliphatic
ethyl
esters
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
GB29799/55A
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.)
Henkel AG and Co KGaA
Original Assignee
Henkel AG and Co KGaA
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 Henkel AG and Co KGaA filed Critical Henkel AG and Co KGaA
Priority to GB29799/55A priority Critical patent/GB776121A/en
Publication of GB776121A publication Critical patent/GB776121A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
    • C09D7/40—Additives
    • C09D7/45—Anti-settling agents

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

N-substituted ethyl b -aminobutyrates are obtained by reacting ethyl acetoacetate with an aliphatic, cycloaliphatic, araliphatic or aromatic primary amine of more than 6 carbon atoms and hydrogenating the product; the esters may be hydrolysed to the free acids or salts thereof. Both steps are preferably carried out in an inert solvent such as decahydronaphthalene. The hydrogenation may be effected under pressure with a nickel catalyst. Examples show the production of the following N-substituted ethyl b -aminobutyrates and hydrolysis to the sodium salts of the corresponding acids: N-dodecyl, N-alkyl (from coconut oil), N-hexadecyl, N-(4-ethylcyclohexyl) and N-(4-dodecyl-phenyl). The hydrochloride of N - (4 - ethyl - cyclohexyl) - b - aminobutyric acid is also mentioned. Other suitable amines are heptylamine, octylamine, decylamine, octadecylamine (including branchedchain amines), 4-methyl-cyclohexylamine, 2-methyl - 4 - isooctyl - cyclohexylamine, toluidines, xylidines, ethylaniline, hexylaniline, decylaniline, phenethylamine, 1 - phenyl - 3 - aminobutane and 3:3-diphenyl-propylamine.ALSO:It is stated that water-soluble salts of b -aminobutyric acid substituted on the nitrogen atom by an aliphatic, cyclo-aliphatic, aromatic or araliphatic radical of more than 6 carbon atoms are useful as coating agents and flushing adjuvants for pigments.
GB29799/55A 1955-10-19 1955-10-19 Process for the production of -ß-aminobutyric acids and of esters and salts thereof substituted on the nitrogen atom Expired GB776121A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB29799/55A GB776121A (en) 1955-10-19 1955-10-19 Process for the production of -ß-aminobutyric acids and of esters and salts thereof substituted on the nitrogen atom

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB29799/55A GB776121A (en) 1955-10-19 1955-10-19 Process for the production of -ß-aminobutyric acids and of esters and salts thereof substituted on the nitrogen atom

Publications (1)

Publication Number Publication Date
GB776121A true GB776121A (en) 1957-06-05

Family

ID=6686443

Family Applications (1)

Application Number Title Priority Date Filing Date
GB29799/55A Expired GB776121A (en) 1955-10-19 1955-10-19 Process for the production of -ß-aminobutyric acids and of esters and salts thereof substituted on the nitrogen atom

Country Status (1)

Country Link
GB (1) GB776121A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2004074255A2 (en) * 2003-02-18 2004-09-02 Takasago International Corporation Method for producing an optically active tetrahydroquinoline

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2004074255A2 (en) * 2003-02-18 2004-09-02 Takasago International Corporation Method for producing an optically active tetrahydroquinoline
WO2004074255A3 (en) * 2003-02-18 2004-11-25 Takasago Perfumery Co Ltd Method for producing an optically active tetrahydroquinoline
JP2006519783A (en) * 2003-02-18 2006-08-31 高砂香料工業株式会社 Process for producing optically active tetrahydroquinolines
US7601842B2 (en) 2003-02-18 2009-10-13 Takasago International Corporation Method for producing an optically active tetrahydroquinoline
US8188307B2 (en) 2003-02-18 2012-05-29 Takasago International Corporation Method for producing an optically active tetrahydroquinoline

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