FR2156791A1 - Continuous prodn of dl-alpha-hydroxy-beta, beta-dimethyl - - gamma-butyrolactone - from isobutyraldehyde and formalin - Google Patents

Continuous prodn of dl-alpha-hydroxy-beta, beta-dimethyl - - gamma-butyrolactone - from isobutyraldehyde and formalin

Info

Publication number
FR2156791A1
FR2156791A1 FR7236898A FR7236898A FR2156791A1 FR 2156791 A1 FR2156791 A1 FR 2156791A1 FR 7236898 A FR7236898 A FR 7236898A FR 7236898 A FR7236898 A FR 7236898A FR 2156791 A1 FR2156791 A1 FR 2156791A1
Authority
FR
France
Prior art keywords
reaction
beta
soln
isobutyraldehyde
reactor
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
FR7236898A
Other languages
French (fr)
Other versions
FR2156791B1 (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.)
Jenapharm GmbH and Co KG
Original Assignee
VEB Jenapharm
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 VEB Jenapharm filed Critical VEB Jenapharm
Publication of FR2156791A1 publication Critical patent/FR2156791A1/en
Application granted granted Critical
Publication of FR2156791B1 publication Critical patent/FR2156791B1/fr
Granted legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/26—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D307/30—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D307/32—Oxygen atoms
    • C07D307/33—Oxygen atoms in position 2, the oxygen atom being in its keto or unsubstituted enol form
    • 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
    • B01J19/2435—Loop-type reactors
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00—Carboxylic acid nitriles
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/08—Preparation of carboxylic acids or their salts, halides or anhydrides from nitriles

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

beta-dimethyl-gamma-butyrolactone (I) is continuously produced by continuously circulating the reaction soln. in a reactor provided with a heat exchanger; continuously feeding the reactants (NaCN soln. and a mixt. of isobutyraldehyde, formaling and pref. a solvent) into the reactor by means of proportioning pumps, the local heat of reaction being dispersed by back-mixing of the reactants with the reaction soln.; completing the reaction in a tube without back-mixing; mixing the resulting formaldehyde-isobutyraldehyde aldol cyanohydrin with a non-oxidising strong acid and spraying the mixt. into a tube reactor made of acid-resistant material; carrying out hydrolysis/lactonisation at high temp. under pressure; and withdrawing the acid soln. of (I) through a non-return valve. The temp. in the circulation reactor is pref. 0-30 degrees C and the residence time 6-20 mins. The reaction is completed with slight warming, with a residence time of 15-40 mins. The last stage is pref. carried out at a pressure higher than the vapour pressure of the reaction mixt., at 120-150 degrees C, with a residence time of 2-6 mins. (I) is an intermediate for DL-pantothenic acid and related vitamins.
FR7236898A 1971-10-19 1972-10-18 Continuous prodn of dl-alpha-hydroxy-beta, beta-dimethyl - - gamma-butyrolactone - from isobutyraldehyde and formalin Granted FR2156791A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DD15840971A DD99368A1 (en) 1971-10-19 1971-10-19

Publications (2)

Publication Number Publication Date
FR2156791A1 true FR2156791A1 (en) 1973-06-01
FR2156791B1 FR2156791B1 (en) 1977-04-01

Family

ID=5484467

Family Applications (1)

Application Number Title Priority Date Filing Date
FR7236898A Granted FR2156791A1 (en) 1971-10-19 1972-10-18 Continuous prodn of dl-alpha-hydroxy-beta, beta-dimethyl - - gamma-butyrolactone - from isobutyraldehyde and formalin

Country Status (9)

Country Link
BE (1) BE828390Q (en)
CH (1) CH577987A5 (en)
DD (1) DD99368A1 (en)
DE (1) DE2228641B2 (en)
FR (1) FR2156791A1 (en)
HU (1) HU164765B (en)
PL (1) PL94404B1 (en)
RO (1) RO64159A (en)
SU (1) SU706099A1 (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1160235A2 (en) * 2000-06-02 2001-12-05 Nippon Shokubai Co., Ltd. A method for producing alpha-hydroxycarboxylic acid

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2758883C3 (en) * 1977-12-30 1981-10-08 Basf Ag, 6700 Ludwigshafen Process for the continuous production of α-hydroxy-β, β-dimethyl-γ-butyrolactone
DE2809179A1 (en) * 1978-03-03 1979-09-13 Basf Ag METHOD OF EXTRACTION OF PANTOLACTONE FROM ITS AQUATIC SOLUTIONS
US4517132A (en) * 1983-06-29 1985-05-14 Union Carbide Corporation Process for preparation of cyanohydrins

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
NEANT *

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1160235A2 (en) * 2000-06-02 2001-12-05 Nippon Shokubai Co., Ltd. A method for producing alpha-hydroxycarboxylic acid
EP1160235A3 (en) * 2000-06-02 2002-11-13 Nippon Shokubai Co., Ltd. A method for producing alpha-hydroxycarboxylic acid
US6864389B2 (en) 2000-06-02 2005-03-08 Nippon Shokubai Co., Ltd. Method for producing α-hydroxycarboxylic acid

Also Published As

Publication number Publication date
HU164765B (en) 1974-04-11
DE2228641B2 (en) 1976-09-09
CH577987A5 (en) 1976-07-30
DE2228641A1 (en) 1973-04-26
BE828390Q (en) 1975-08-18
PL94404B1 (en) 1977-08-31
DD99368A1 (en) 1973-08-13
RO64159A (en) 1978-10-15
FR2156791B1 (en) 1977-04-01
SU706099A1 (en) 1979-12-30

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Legal Events

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