ES250508A1 - Process for the production of new glycols - Google Patents

Process for the production of new glycols

Info

Publication number
ES250508A1
ES250508A1 ES0250508A ES250508A ES250508A1 ES 250508 A1 ES250508 A1 ES 250508A1 ES 0250508 A ES0250508 A ES 0250508A ES 250508 A ES250508 A ES 250508A ES 250508 A1 ES250508 A1 ES 250508A1
Authority
ES
Spain
Prior art keywords
formula
carbon atoms
ketones
hydroxy
radical
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
ES0250508A
Other languages
Spanish (es)
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.)
Novartis AG
Original Assignee
JR Geigy AG
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 JR Geigy AG filed Critical JR Geigy AG
Publication of ES250508A1 publication Critical patent/ES250508A1/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C35/00—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a ring other than a six-membered aromatic ring
    • C07C35/02—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a ring other than a six-membered aromatic ring monocyclic
    • C07C35/06—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a ring other than a six-membered aromatic ring monocyclic containing a five-membered rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C31/00—Saturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
    • C07C31/18—Polyhydroxylic acyclic alcohols
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C403/00—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone
    • C07C403/06—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains substituted by singly-bound oxygen atoms
    • C07C403/08—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains substituted by singly-bound oxygen atoms by hydroxy groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/14—The ring being saturated

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

The invention comprises glycols of the general formula <FORM:0908504/IV (b)/1> in which R1 represents an alkyl radical having not more than 6 carbon atoms or a cycloalkyl radical having from 3 to 8 carbon atoms, R2 and R3 represent alkyl radicals having not more than 4 carbon atoms, or R1 and R2 together may form an alkylene radical, and R4 represents an unsaturated aliphatic hydrocarbon radical having 2 or 3 carbon atoms. They may be prepared by reacting, preferably in an organic solvent, an a -hydroxy ketone of general formula <FORM:0908504/IV (b)/2> with an organometallic compound prepared from magnesium or zinc and a compound of formula Hal-CH2-R4, in which Hal represents chlorine, bromine, or iodine, followed by hydrolysis. If desired, compounds in which R4 contains a triple bond may be catalytically hydrogenated to reduce the triple bond to a double bond. The a -hydroxy ketones used as starting materials may be obtained from ketones of formula R1COR2 by converting them to the corresponding cyanohydrins, blocking the hydroxy group, e.g. by acylation, reacting the products with alkyl magnesium halides of formula R3MgHal and hydrolysing the products. Alternatively when R2 and R3 are both methyl groups the starting hydroxy ketones may be obtained by condensing ketones of formula R1COCH3 with alkali metal acetylides and adding water to the ethinyl methyl carbinols so obtained.
ES0250508A 1958-07-04 1959-07-03 Process for the production of new glycols Expired ES250508A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH6138858A CH367812A (en) 1958-07-04 1958-07-04 Process for the production of new glycols

Publications (1)

Publication Number Publication Date
ES250508A1 true ES250508A1 (en) 1960-02-01

Family

ID=4523606

Family Applications (1)

Application Number Title Priority Date Filing Date
ES0250508A Expired ES250508A1 (en) 1958-07-04 1959-07-03 Process for the production of new glycols

Country Status (3)

Country Link
CH (1) CH367812A (en)
ES (1) ES250508A1 (en)
GB (1) GB908504A (en)

Also Published As

Publication number Publication date
GB908504A (en) 1962-10-17
CH367812A (en) 1963-03-15

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