FR2117717A2 - Tertiary aliphatic amine production by - amination of alkyl halides - Google Patents

Tertiary aliphatic amine production by - amination of alkyl halides

Info

Publication number
FR2117717A2
FR2117717A2 FR7044332A FR7044332A FR2117717A2 FR 2117717 A2 FR2117717 A2 FR 2117717A2 FR 7044332 A FR7044332 A FR 7044332A FR 7044332 A FR7044332 A FR 7044332A FR 2117717 A2 FR2117717 A2 FR 2117717A2
Authority
FR
France
Prior art keywords
pref
amine
sec
halide
alkyl
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.)
Granted
Application number
FR7044332A
Other languages
French (fr)
Other versions
FR2117717B2 (en
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.)
PIERREFITTE AUBY SA
Original Assignee
PIERREFITTE AUBY SA
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 PIERREFITTE AUBY SA filed Critical PIERREFITTE AUBY SA
Priority to FR7044332A priority Critical patent/FR2117717A2/en
Priority to DE2062548A priority patent/DE2062548C3/en
Priority to US00099853A priority patent/US3764626A/en
Priority to GB6049370A priority patent/GB1337285A/en
Priority to NLAANVRAGE7018610,A priority patent/NL170728C/en
Priority to JP70115229A priority patent/JPS5339403B1/ja
Priority to ES386744A priority patent/ES386744A1/en
Priority to BE760696A priority patent/BE760696A/en
Priority to LU62297D priority patent/LU62297A1/xx
Priority to SE7017390A priority patent/SE371814B/xx
Priority to CH1898570A priority patent/CH529095A/en
Publication of FR2117717A2 publication Critical patent/FR2117717A2/en
Application granted granted Critical
Publication of FR2117717B2 publication Critical patent/FR2117717B2/fr
Granted legal-status Critical Current

Links

Classifications

    • 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
    • B01J14/00—Chemical processes in general for reacting liquids with liquids; Apparatus specially adapted therefor
    • 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
    • B01J19/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
    • B01J19/24—Stationary reactors without moving elements inside
    • B01J19/2415—Tubular reactors
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
    • C07C209/04—Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups
    • C07C209/06—Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups by substitution of halogen atoms
    • C07C209/08—Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups by substitution of halogen atoms with formation of amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings
    • 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
    • B01J2219/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
    • B01J2219/00049—Controlling or regulating processes
    • B01J2219/00051—Controlling the temperature
    • B01J2219/00074—Controlling the temperature by indirect heating or cooling employing heat exchange fluids
    • B01J2219/00076—Controlling the temperature by indirect heating or cooling employing heat exchange fluids with heat exchange elements inside the reactor
    • B01J2219/00083—Coils

Landscapes

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

Abstract

Tert. aliphatic amine preparation by amination of alkyl halide with an aliphatic sec. amine takes place by preparing a reaction mixture in 2 parts. First consists of least one alkyl halide, predominantly 1-haloalkane, and second of an aliphatic sec. amine in a dipolar aprotic solvent, suitable for dissolving halide and sec. amine but not dissolving the tertiary amine when cold. First part pref. contains >=85 wt.% 1-haloalkane, pref. 4-22 (8-18) C alkyl bromide or -chloride, more pref. prepared by radical hydrohalogenation of alpha-olefins. Pref. each alkyl group of sec. amine NHR'R" has 1-18 (1-4)C atoms. Pref. solvents are DMF, hexamethyl phosphotriamide, THF and N-methyl pyrrolidone, pref. in 0.8-2 wt./wt. alkyl halide. Pref. mole ratio sec. amine : alkyl halide is 2 : 1, excess sec. amine being sufficient to bind hydrogen halide released. Pref. process takes place continuously at 20-150 degrees C., 2 bar. Pref. sec. amine in solvent and first part are charged upwards into vertical pref. glass reactor, heated with superimposed heating elements with temps. rising towards top. Product flows from top into cooler and decanter.
FR7044332A 1969-12-23 1970-12-09 Tertiary aliphatic amine production by - amination of alkyl halides Granted FR2117717A2 (en)

Priority Applications (11)

Application Number Priority Date Filing Date Title
FR7044332A FR2117717A2 (en) 1970-12-09 1970-12-09 Tertiary aliphatic amine production by - amination of alkyl halides
DE2062548A DE2062548C3 (en) 1969-12-23 1970-12-18 Process for the preparation of tertiary aliphatic amines by amination of an alkyl halide with a secondary aliphatic amine
GB6049370A GB1337285A (en) 1969-12-23 1970-12-21 Method of synthesizing tertiary aliphatic amines by amination of alkyl halides
NLAANVRAGE7018610,A NL170728C (en) 1969-12-23 1970-12-21 PROCESS FOR THE PREPARATION OF TERTIARY ALIPHATIC AMINES.
US00099853A US3764626A (en) 1969-12-23 1970-12-21 Method of synthetizing tertiary aliphatic amines by amination of alkyl halides
ES386744A ES386744A1 (en) 1969-12-23 1970-12-22 Method of synthetizing tertiary aliphatic amines by amination of alkyl halides
JP70115229A JPS5339403B1 (en) 1969-12-23 1970-12-22
BE760696A BE760696A (en) 1969-12-23 1970-12-22 PROCESS FOR SYNTHESIS OF TERTIARY ALIPHATIC AMINES BY AMINATION OF ALKYL HALOGENIDES
LU62297D LU62297A1 (en) 1969-12-23 1970-12-22
SE7017390A SE371814B (en) 1969-12-23 1970-12-22
CH1898570A CH529095A (en) 1969-12-23 1970-12-22 Continuous or batch process for the production of tertiary aliphatic amines by amination of alkyl halides

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR7044332A FR2117717A2 (en) 1970-12-09 1970-12-09 Tertiary aliphatic amine production by - amination of alkyl halides

Publications (2)

Publication Number Publication Date
FR2117717A2 true FR2117717A2 (en) 1972-07-28
FR2117717B2 FR2117717B2 (en) 1973-06-08

Family

ID=9065494

Family Applications (1)

Application Number Title Priority Date Filing Date
FR7044332A Granted FR2117717A2 (en) 1969-12-23 1970-12-09 Tertiary aliphatic amine production by - amination of alkyl halides

Country Status (1)

Country Link
FR (1) FR2117717A2 (en)

Also Published As

Publication number Publication date
FR2117717B2 (en) 1973-06-08

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