DE860945C - Process for the preparation of amino-cycloalkylcarbinols - Google Patents

Process for the preparation of amino-cycloalkylcarbinols

Info

Publication number
DE860945C
DE860945C DEB7430D DEB0007430D DE860945C DE 860945 C DE860945 C DE 860945C DE B7430 D DEB7430 D DE B7430D DE B0007430 D DEB0007430 D DE B0007430D DE 860945 C DE860945 C DE 860945C
Authority
DE
Germany
Prior art keywords
amino
cycloalkylcarbinols
preparation
nitrocycloalkylcarbinols
hydrogen
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
DEB7430D
Other languages
German (de)
Inventor
Otto Von Dr Schickh
Gertrud Dr Stochdorph
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
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 filed Critical BASF SE
Priority to DEB7430D priority Critical patent/DE860945C/en
Application granted granted Critical
Publication of DE860945C publication Critical patent/DE860945C/en
Expired legal-status Critical Current

Links

Description

Verfahren zur Darstellung von Amino-cycloalkylcarbinolen Neuere Beobachtungen haben gezeigt, daß man durch Umsetzung von Nitrocycloalkanen oder deren Substitutionsprodukten, z. B. Alkyl- oder Halogensubstitutionsprodukten, in Gegenwart alkalischer Katalysatoren mit Oxoverbindungen, wie Formaldehyd, seinen Polymeren oder Homologen, Nitrocycloalkylcarbinole herstellen kann.Method for the preparation of amino-cycloalkylcarbinols. Recent observations have shown that by reacting nitrocycloalkanes or their substitution products, z. B. alkyl or halogen substitution products, in the presence of alkaline catalysts with oxo compounds such as formaldehyde, its polymers or homologues, nitrocycloalkylcarbinols can produce.

Es wurde nun gefunden, daß man wertvolle Amine erhält, die vorteilhaft als Zwischenprodukte, z. B. für Synthesen zur Gewinnung von Kunststoffen, verwendet werden können, wenn man diese Nitrocycloalkylcarbinole mit reduzierenden Mitteln, z. B. Wasserstoff, zweckmäßig in Gegenwart hydrierend wirkender Katalysatoren, behandelt. .It has now been found that valuable amines are obtained which are advantageous as intermediates, e.g. B. for syntheses for the production of plastics used can be, if these nitrocycloalkylcarbinols with reducing agents, z. B. hydrogen, expediently treated in the presence of hydrogenating catalysts. .

Beispiel Eine Lösung von 250 g i-Nitro-i-methylol-cyclohexan in 11 Methanol wird in einem Drehautoklav von 51 Inhalt in Gegenwart von 35 ccm einer 5oa/oigen wäBrigen Aufschlämmung von Raney-Nickel bei Zimmertemperatur und bei 5o bis Zoo at, am besten 8o at, der Einwirkung von Wasserstoff ausgesetzt: Nach Beendigung der Wasserstoffaufnahme filtriert man den Katalysator ab, dampft die Lösung ein und gewinnt durch Destillation das gebildete z-Amino-1-methylol-cyclohexan als farbloses, dickflüssiges, beim Stehen leicht kristallinisch erstarrendes Öl vom Siedepunkt 94 bis 95° bei 3 mm Hg in einer Ausbeute von 85 %.EXAMPLE A solution of 250 g of i-nitro-i-methylol-cyclohexane in 1 liter of methanol is in a rotary autoclave with a capacity of 51 in the presence of 35 cc of a 50 per cent aqueous suspension of Raney nickel at room temperature and at 50 to Zoo at best 80 at, exposed to the action of hydrogen: After the hydrogen uptake is complete, the catalyst is filtered off, the solution is evaporated and the z-amino-1-methylol-cyclohexane formed is obtained by distillation as a colorless, viscous oil that solidifies slightly in a crystalline manner on standing from the boiling point 94 to 95 ° at 3 mm Hg in a yield of 85%.

Claims (1)

PATENTANSPRUCU; Verfahren zur Darstellung von Amino-cycloalkylcarbinolen, dadurch gekennzeichnet, daB man Nitrocycloalkylcarbinole mit reduzierenden Mitteln 1, behandelt. Angezogene Druckschriften: USA.-Patentschriften Nr. z 139122, 2 139 123, 2 13912q., 2 157 386, 2 157 391, 2 164 274 2 174 242. 2-PATENT CLAIM; Process for the preparation of amino-cycloalkylcarbinols, characterized in that nitrocycloalkylcarbinols are treated with reducing agents 1. Cited pamphlets: U.S. Patent Nos. Z 139122, 2 139 123, 2 13912q., 2 157 386, 2 1 57 391, 2 164 274 2 174 242. 2-
DEB7430D 1943-11-05 1943-11-05 Process for the preparation of amino-cycloalkylcarbinols Expired DE860945C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEB7430D DE860945C (en) 1943-11-05 1943-11-05 Process for the preparation of amino-cycloalkylcarbinols

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEB7430D DE860945C (en) 1943-11-05 1943-11-05 Process for the preparation of amino-cycloalkylcarbinols

Publications (1)

Publication Number Publication Date
DE860945C true DE860945C (en) 1952-12-29

Family

ID=6955363

Family Applications (1)

Application Number Title Priority Date Filing Date
DEB7430D Expired DE860945C (en) 1943-11-05 1943-11-05 Process for the preparation of amino-cycloalkylcarbinols

Country Status (1)

Country Link
DE (1) DE860945C (en)

Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2139124A (en) * 1937-08-13 1938-12-06 Purdue Research Foundation Aminoalcohols
US2139122A (en) * 1937-08-13 1938-12-06 Purdue Research Foundation Aliphatic aminoalcohols
US2139123A (en) * 1927-08-13 1938-12-06 Purdue Research Foundation Aminoalcohol
US2157386A (en) * 1937-08-19 1939-05-09 Purdue Research Foundation Hydrogenation of nitrohydroxy compounds
US2157391A (en) * 1937-08-13 1939-05-09 Commercial Solvents Corp Catalytic reduction of nitro compounds
US2164271A (en) * 1937-08-13 1939-06-27 Purdue Research Foundation Secondary aminoalcohols
US2174242A (en) * 1937-08-13 1939-09-26 Purdue Research Foundation Aminoglycols

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2139123A (en) * 1927-08-13 1938-12-06 Purdue Research Foundation Aminoalcohol
US2139124A (en) * 1937-08-13 1938-12-06 Purdue Research Foundation Aminoalcohols
US2139122A (en) * 1937-08-13 1938-12-06 Purdue Research Foundation Aliphatic aminoalcohols
US2157391A (en) * 1937-08-13 1939-05-09 Commercial Solvents Corp Catalytic reduction of nitro compounds
US2164271A (en) * 1937-08-13 1939-06-27 Purdue Research Foundation Secondary aminoalcohols
US2174242A (en) * 1937-08-13 1939-09-26 Purdue Research Foundation Aminoglycols
US2157386A (en) * 1937-08-19 1939-05-09 Purdue Research Foundation Hydrogenation of nitrohydroxy compounds

Similar Documents

Publication Publication Date Title
DE1518067A1 (en) Process for the preparation of alpha-alkyl-omega-amino-alkanenitriles
DE860945C (en) Process for the preparation of amino-cycloalkylcarbinols
DE2327510C3 (en) Process for the preparation of dimethylalkylamines from aldehyde-ammonia compounds
DE2121325C2 (en) Process for the preparation of methoxypropionitrile
DE857374C (en) Process for the production of nitriles
DE539104C (en) Process for the preparation of amino alcohols
DE869204C (en) Process for the preparation of diphenylmethane-4, 4'-diacetonitrile
DE865599C (en) Process for the preparation of amino compounds
DE873541C (en) Process for the production of suberane aldehyde (cycloheptane aldehyde) and its trimers
DE233519C (en)
DE870265C (en) Process for the preparation of primary fatty aromatic amines
DE617596C (en) Process for the preparation of secondary and tertiary unsaturated amines
CH250806A (en) Process for the preparation of a new oxyhydrophenanthrene derivative.
DE838003C (en) Process for the production of amino alcohols
DE830047C (en) Process for the preparation of amino-alkyl-cyclohexanes
DE1925199C (en) Process for the production of tetrahydrodicyclopentadienyl-1-amine and tetrahydrodicyclopentadienyl-2-amine by reacting dihydrodicyclopentadiene with hydrocyanic acid and sulfuric acid and then saponifying the resulting formamides
AT235285B (en) Process for the preparation of the new 2- (5 ', 6', 7 ', 8'-tetrahydronaphthyl-1') -amino-imidazoline
DE855561C (en) Process for the production of cyclic imines or their salts
DE498281C (en) Process for the preparation of thymol
DE734475C (en) Process for the production of polyamino ethers
AT135705B (en) Process for the preparation of 6-mono- or 6-dialkyl- or -aralkylamino-2-methylhepten- (2).
DE890957C (en) Process for the preparation of 2-methyl-5-ethylpyridine
AT142026B (en) Process for the preparation of hydrogenation products of the follicular hormone.
AT165308B (en) Process for the preparation of new alkylated phenylisopropylamines
AT115643B (en) Process for the preparation of amino and N-alkylaminoalkylaryl carbinols.