ES266794A1 - Bis-tertiary glycols and process for producing same - Google Patents

Bis-tertiary glycols and process for producing same

Info

Publication number
ES266794A1
ES266794A1 ES0266794A ES266794A ES266794A1 ES 266794 A1 ES266794 A1 ES 266794A1 ES 0266794 A ES0266794 A ES 0266794A ES 266794 A ES266794 A ES 266794A ES 266794 A1 ES266794 A1 ES 266794A1
Authority
ES
Spain
Prior art keywords
diol
bis
radical
tertiary
formula
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
ES0266794A
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 ES266794A1 publication Critical patent/ES266794A1/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C33/00—Unsaturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
    • C07C33/02—Acyclic alcohols with carbon-to-carbon double bonds
    • C07C33/025—Acyclic alcohols with carbon-to-carbon double bonds with only one double bond
    • C07C33/035—Alkenediols
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/17—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrogenation of carbon-to-carbon double or triple bonds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C33/00—Unsaturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
    • C07C33/05—Alcohols containing rings other than six-membered aromatic rings
    • 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
    • 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
    • C07C35/08—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 six-membered rings
    • C07C35/17—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 six-membered rings with unsaturation only outside the ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/02—Systems containing only non-condensed rings with a three-membered ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/06—Systems containing only non-condensed rings with a five-membered ring
    • C07C2601/08—Systems containing only non-condensed rings with a five-membered ring the ring being saturated
    • 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)

Abstract

The invention comprises bis-tertiary glycols of the general formula <FORM:0922681/IV(a)/1> in which R1 is a low alkyl radical or a cyclopropyl radical, R2 is a low alkyl radical or together with R1 forms an alkylene radical, and R3 is a low alkyl radical, so that the total number of carbon atoms in the radicals R1, R2 and R3 is 5 or 6 and in the radicals R1 and R3 together is 4 or 5. They may be prepared by (a) the partial catalytic hydrogenation of a bis-tertiary glycol of formula <FORM:0922681/IV(a)/2> or (b) by the reaction in a low aliphatic or cyclic ether of a compound of formula <FORM:0922681/IV(a)/3> in which X is a magnesium halide radical or an a -alkoxy alkyl radical in which the alkoxy and alkyl radicals may be linked to each other by a carbon-carbon linkage, with a vinyl magnesium halide and liberating the bis-tertiary glycol from the product by hydrolysis. The acetylenic bis-tertiary glycols used as starting materials may be obtained by ethinylating a -hydroxy ketones of formula <FORM:0922681/IV(a)/4> which may be obtained by a Grignard reaction between the tetrahydropyranyl ethers of cyanohydrins of the corresponding ketones followed by liberation of the hydroxyl and keto groups. Examples are given of the preparation of (a) 3,4-dimethyl-heptene-(1)-diol-(3,4) (b) 3,4,6-trimethyl-heptene-(1)-diol-(3,4) and (c) 3,4-diethyl-hexene-(1)-diol-(3,4). It is stated that the following compounds may be obtained by similar methods: 3,4,5-trimethylhexene-(1)-diol-(3,4) 3,4,5,5- tetramethyl-hexene-(1)-diol-(3,4) 3,4-dimethyl-octene-(1)-diol-(3,4) 3-methyl-4-cyclopropyl-pentene-(1)-diol-(3,4) 3-(11-hydroxycyclopentyl)- butene-(1)-ol-(3) 3-(11-hydroxycyclohexyl)- butene-(1)-ol-(3) 3-n-propyl-4- methyl-pentene- (1)-diol-(3,4) 3-i-propyl- 4-methyl-pentene- (1)-diol-(3,4) and 3-i-propyl- 4-methylhexene-(1)-diol-(3,4).
ES0266794A 1960-04-22 1961-04-21 Bis-tertiary glycols and process for producing same Expired ES266794A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH452860 1960-04-22

Publications (1)

Publication Number Publication Date
ES266794A1 true ES266794A1 (en) 1961-11-01

Family

ID=4277768

Family Applications (2)

Application Number Title Priority Date Filing Date
ES0266793A Expired ES266793A1 (en) 1960-04-22 1961-04-21 Bis-tertiary glycols and process for producing same
ES0266794A Expired ES266794A1 (en) 1960-04-22 1961-04-21 Bis-tertiary glycols and process for producing same

Family Applications Before (1)

Application Number Title Priority Date Filing Date
ES0266793A Expired ES266793A1 (en) 1960-04-22 1961-04-21 Bis-tertiary glycols and process for producing same

Country Status (3)

Country Link
BE (1) BE602873A (en)
ES (2) ES266793A1 (en)
GB (1) GB922681A (en)

Also Published As

Publication number Publication date
GB922681A (en) 1963-04-03
ES266793A1 (en) 1961-11-01
BE602873A (en) 1961-10-23

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