GB1460870A - 2-vinyl-5-methyl-1,3-dioxane and its use in the preparation of butanediol and propanediol - Google Patents

2-vinyl-5-methyl-1,3-dioxane and its use in the preparation of butanediol and propanediol

Info

Publication number
GB1460870A
GB1460870A GB3212175A GB3212175A GB1460870A GB 1460870 A GB1460870 A GB 1460870A GB 3212175 A GB3212175 A GB 3212175A GB 3212175 A GB3212175 A GB 3212175A GB 1460870 A GB1460870 A GB 1460870A
Authority
GB
United Kingdom
Prior art keywords
methyl
dioxane
propanediol
vinyl
vmd
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
GB3212175A
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.)
EIDP Inc
Original Assignee
EI Du Pont de Nemours and Co
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
Priority claimed from US05/493,741 external-priority patent/US3963754A/en
Priority claimed from US493740A external-priority patent/US3929915A/en
Priority claimed from US05/495,510 external-priority patent/US4024159A/en
Application filed by EI Du Pont de Nemours and Co filed Critical EI Du Pont de Nemours and Co
Publication of GB1460870A publication Critical patent/GB1460870A/en
Expired legal-status Critical Current

Links

Classifications

    • 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
    • C07C29/132—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group
    • C07C29/136—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH
    • C07C29/14—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of a —CHO group
    • C07C29/141—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of a —CHO group with hydrogen or hydrogen-containing gases
    • 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
    • C07C45/27—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
    • C07C45/32—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen
    • C07C45/33—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen of CHx-moieties
    • C07C45/34—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen of CHx-moieties in unsaturated compounds
    • C07C45/35—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen of CHx-moieties in unsaturated compounds in propene or isobutene
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
    • C07D317/10—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings
    • C07D317/14—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D317/18—Radicals substituted by singly bound oxygen or sulfur atoms
    • C07D317/22—Radicals substituted by singly bound oxygen or sulfur atoms etherified
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D319/00—Heterocyclic compounds containing six-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D319/04—1,3-Dioxanes; Hydrogenated 1,3-dioxanes
    • C07D319/06—1,3-Dioxanes; Hydrogenated 1,3-dioxanes not condensed with other rings
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12C—BEER; PREPARATION OF BEER BY FERMENTATION; PREPARATION OF MALT FOR MAKING BEER; PREPARATION OF HOPS FOR MAKING BEER
    • C12C11/00—Fermentation processes for beer
    • C12C11/02—Pitching yeast

Landscapes

  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Biochemistry (AREA)
  • Mycology (AREA)
  • Food Science & Technology (AREA)
  • Health & Medical Sciences (AREA)
  • Microbiology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Engineering & Computer Science (AREA)
  • General Health & Medical Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

1460870 2-Vinyl-5-methyl-1,3-dioxane E I DU PONT DE NEMOURS & CO 31 July 1975 [31 July 1974 (2) 7 Aug 1974] 32121/75 Heading C2C The invention comprises 2-vinyl-5-methyl-1,3 -dioxane VMD and its preparation by reacting 2- methyl-1,3-propanediol (MPD) with acrolein. In a preferred process the acrolein is reacted with MPD in a solvent, e.g. benzene and in the presence of an acid catalyst, e.g. polyphosphoric acid, with the azeotropic distillation of water. In a further preferred process the reaction is effected at 0‹ to 75‹ C. in the presence of a strongly acidic ion exchange resin. The VMD may be connected into a mixture of 1,4-butanediol and 2-methyl-1,3-propanediol by hydroformylating the VMD to produce a mixture of 2(2<SP>1</SP>- propanol) - 5 - methyl - 1,3 - dioxane and 2(3<SP>1</SP> - propanol) - 5 - methyl - 1,3 - dioxane and subsequently hydrolysing and hydrogenating this mixture.
GB3212175A 1974-07-31 1975-07-31 2-vinyl-5-methyl-1,3-dioxane and its use in the preparation of butanediol and propanediol Expired GB1460870A (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US05/493,741 US3963754A (en) 1974-07-31 1974-07-31 2-Vinyl-5-methyl-1,3-dioxane
US493740A US3929915A (en) 1974-07-31 1974-07-31 Process for the production of butanediol
US05/495,510 US4024159A (en) 1974-08-07 1974-08-07 Process for the production of liquid acetals

Publications (1)

Publication Number Publication Date
GB1460870A true GB1460870A (en) 1977-01-06

Family

ID=27413958

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3212175A Expired GB1460870A (en) 1974-07-31 1975-07-31 2-vinyl-5-methyl-1,3-dioxane and its use in the preparation of butanediol and propanediol

Country Status (1)

Country Link
GB (1) GB1460870A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4496769A (en) * 1982-06-11 1985-01-29 Davy Mckee (London) Limited Process for the preparation of aldehydes by hydroformylation of olefins
US4496768A (en) * 1982-06-11 1985-01-29 Davy Mckee Limited Process for the production of aldehydes by hydroformylation of alpha-olefins

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4496769A (en) * 1982-06-11 1985-01-29 Davy Mckee (London) Limited Process for the preparation of aldehydes by hydroformylation of olefins
US4496768A (en) * 1982-06-11 1985-01-29 Davy Mckee Limited Process for the production of aldehydes by hydroformylation of alpha-olefins

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Legal Events

Date Code Title Description
PS Patent sealed
PCNP Patent ceased through non-payment of renewal fee