GB560669A - Improvements in or relating to the production of keto-alcohols - Google Patents

Improvements in or relating to the production of keto-alcohols

Info

Publication number
GB560669A
GB560669A GB1173242A GB1173242A GB560669A GB 560669 A GB560669 A GB 560669A GB 1173242 A GB1173242 A GB 1173242A GB 1173242 A GB1173242 A GB 1173242A GB 560669 A GB560669 A GB 560669A
Authority
GB
United Kingdom
Prior art keywords
keto
production
formaldehyde
reaction
sodium
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
GB1173242A
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.)
Individual
Original Assignee
Individual
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 Individual filed Critical Individual
Priority to GB1173242A priority Critical patent/GB560669A/en
Publication of GB560669A publication Critical patent/GB560669A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
    • C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
    • C07C45/72—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction of compounds containing >C = O groups with the same or other compounds containing >C = O groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
    • C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
    • C07C45/72—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction of compounds containing >C = O groups with the same or other compounds containing >C = O groups
    • C07C45/75—Reactions with formaldehyde
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/04—Saturated compounds containing keto groups bound to acyclic carbon atoms
    • C07C49/17—Saturated compounds containing keto groups bound to acyclic carbon atoms containing hydroxy groups

Landscapes

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

Abstract

In the production of keto-alcohols by reacting a ketone with an aldehyde under mildly alkaline conditions, the reaction is effected at at least 40 DEG C. and a molar excess of the ketone of at least 5 : 1 is employed. When water is present the alkaline agent may be sodium hydroxide, an alkali carbonate, sodium sulphide, sulphite or bisulphite or a tertiary amine. Sodium bisulphite though acid in itself yields an alkaline reaction with formaldehyde. When an organic diluent is present the alkaline agent may be sodium ethoxide. When a diol is required the keto-alcohol need not be isolated, but may be reduced with hydrogen and a nickel catalyst in the reaction mixture. Examples describe the production of 3-ketobutanol from acetone and formaldehyde or paraformaldehyde and of 2-methyl-3-ketobutanol from methyl ethyl ketone and formaldehyde, and the production of butylene glycol by hydrogenating the reaction product containing 3-keto-butanol with Raney nickel.
GB1173242A 1942-08-20 1942-08-20 Improvements in or relating to the production of keto-alcohols Expired GB560669A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB1173242A GB560669A (en) 1942-08-20 1942-08-20 Improvements in or relating to the production of keto-alcohols

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB1173242A GB560669A (en) 1942-08-20 1942-08-20 Improvements in or relating to the production of keto-alcohols

Publications (1)

Publication Number Publication Date
GB560669A true GB560669A (en) 1944-04-14

Family

ID=9991659

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1173242A Expired GB560669A (en) 1942-08-20 1942-08-20 Improvements in or relating to the production of keto-alcohols

Country Status (1)

Country Link
GB (1) GB560669A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE962882C (en) * 1954-03-12 1957-05-02 Rheinpreussen Ag Process for the preparation of low molecular weight condensation products of acetone containing methylol groups
CN109516906A (en) * 2018-11-29 2019-03-26 厦门金达威维生素有限公司 A kind of method and apparatus of catalytic reaction rectification synthesis butanone alcohol

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE962882C (en) * 1954-03-12 1957-05-02 Rheinpreussen Ag Process for the preparation of low molecular weight condensation products of acetone containing methylol groups
CN109516906A (en) * 2018-11-29 2019-03-26 厦门金达威维生素有限公司 A kind of method and apparatus of catalytic reaction rectification synthesis butanone alcohol
CN109516906B (en) * 2018-11-29 2021-10-08 厦门金达威维生素有限公司 Method and device for synthesizing butanol through catalytic reaction rectification

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