GB306051A - Process for the manufacture of alkyliso-alkylenephenols and alkylated cumaranes - Google Patents

Process for the manufacture of alkyliso-alkylenephenols and alkylated cumaranes

Info

Publication number
GB306051A
GB306051A GB2148527A GB2148527A GB306051A GB 306051 A GB306051 A GB 306051A GB 2148527 A GB2148527 A GB 2148527A GB 2148527 A GB2148527 A GB 2148527A GB 306051 A GB306051 A GB 306051A
Authority
GB
United Kingdom
Prior art keywords
catalyst
aluminium
starting material
metal
nickel
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
GB2148527A
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.)
CHEM FAB AUF ACTIEN
Original Assignee
CHEM FAB AUF ACTIEN
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 CHEM FAB AUF ACTIEN filed Critical CHEM FAB AUF ACTIEN
Priority to GB2148527A priority Critical patent/GB306051A/en
Publication of GB306051A publication Critical patent/GB306051A/en
Expired legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
    • C07C37/50—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by reactions decreasing the number of carbon atoms
    • C07C37/52—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by reactions decreasing the number of carbon atoms by splitting polyaromatic compounds, e.g. polyphenolalkanes
    • 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
    • C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D307/78—Benzo [b] furans; Hydrogenated benzo [b] furans
    • C07D307/79—Benzo [b] furans; Hydrogenated benzo [b] furans with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the hetero ring

Landscapes

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

Abstract

306,051. Chemische Fabrik auf Actien vorm. E. Schering, and Jordan, H. Aug. 15, 1927. Addition to 273,686. Alkylisopropylenephenols and alkylcoumaranes are obtained by the thermal decomposition of condensation products prepared from m- and pcresol and aliphatic ketones. according to Specification 273,684, in the presence of a catalytic material comprising (1) a metal hydrogenation catalyst, (2) a metal phenolate, (3) a catalyst of porous structure such as fuller's earth, bleaching earth, diatomite, or silica gel, or (4) a catalyst of porous structure in which a metal hydrogenation catalyst or a compound thereof, e.g. nickel or nickel oxide, has been deposited. When the catalyst is added to the starting material, catalysts of types (1) and (2) are employed; if the vapour of the starting material is passed over the catalyst, the latter is of type (3) or (4). The starting material, which is preferably preheated, may be continuously introduced into a distilling vessel and the resulting vapours passed through a dephlegmator; or the vapour of the starting material, which may be pre-heated, may be conducted through a heated tube, preferably in vacuo. Examples are given of the preparation of (1) 3-methyl-6-isopropylenephenol and 3: 6- dimethylcoumarane from the condensation product of m-cresol and acetone in the presence of magnesium or aluminium 3-methyl-6-isopropylenephenolate, aluminium phenolate, bleaching earth, or silica gel impregnated with nickel; (2) 4-mathyl-6-isopropylenephenol and 3 : 5-di methylcoumarane from the condensation product of p-cresol and acetone using aluminium 4- methyl-6-isopropylenephenolate, bleaching earth, or silica gel impregnated with nickel as catalyst. Metal phenolates are prepared by dissolving the metal, e.g. aluminium or magnesium, in the phenol, hydrogen being evolved.
GB2148527A 1927-08-15 1927-08-15 Process for the manufacture of alkyliso-alkylenephenols and alkylated cumaranes Expired GB306051A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB2148527A GB306051A (en) 1927-08-15 1927-08-15 Process for the manufacture of alkyliso-alkylenephenols and alkylated cumaranes

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB2148527A GB306051A (en) 1927-08-15 1927-08-15 Process for the manufacture of alkyliso-alkylenephenols and alkylated cumaranes

Publications (1)

Publication Number Publication Date
GB306051A true GB306051A (en) 1929-02-15

Family

ID=10163724

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2148527A Expired GB306051A (en) 1927-08-15 1927-08-15 Process for the manufacture of alkyliso-alkylenephenols and alkylated cumaranes

Country Status (1)

Country Link
GB (1) GB306051A (en)

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