GB342379A - Manufacture of cyclic ketones of the acenaphthene series - Google Patents

Manufacture of cyclic ketones of the acenaphthene series

Info

Publication number
GB342379A
GB342379A GB3380429A GB3380429A GB342379A GB 342379 A GB342379 A GB 342379A GB 3380429 A GB3380429 A GB 3380429A GB 3380429 A GB3380429 A GB 3380429A GB 342379 A GB342379 A GB 342379A
Authority
GB
United Kingdom
Prior art keywords
acid
cyclic ketones
heated
examples
compound
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
GB3380429A
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.)
IG Farbenindustrie AG
Original Assignee
IG Farbenindustrie 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 IG Farbenindustrie AG filed Critical IG Farbenindustrie AG
Priority to GB3380429A priority Critical patent/GB342379A/en
Publication of GB342379A publication Critical patent/GB342379A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C63/00—Compounds having carboxyl groups bound to a carbon atoms of six-membered aromatic rings
    • C07C63/68—Compounds having carboxyl groups bound to a carbon atoms of six-membered aromatic rings containing halogen
    • C07C63/72—Polycyclic acids
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/16—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation
    • C07C51/31—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation of cyclic compounds with ring-splitting
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/54—Preparation of carboxylic acid anhydrides
    • C07C51/56—Preparation of carboxylic acid anhydrides from organic acids, their salts, their esters or their halides, e.g. by carboxylation

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Cyclic ketones of the acenaphthene series are manufactured by the action of an acid condensing agent at 110-160 DEG C. upon a compound of the formula <PICT:0342379/IV/1> (in which the naphthalene residue may be further substituted), obtainable by the process of the parent Specification. In Examples: (1) 5-cyanoacetylacenaphthene is heated to 130 DEG C. with aluminium chloride and sodium chloride; (2) the same compound is heated with aluminium chloride alone at 140 DEG C.; (3) the reaction of Example (2) is carried out in solution in tetrachloroethane at 140 DEG C. or chlorobenzene at 120 DEG C.; (4) 3-chloro-5-(6 ?)-cyanoacetylacenaphthene (obtained by the action of cyanoacetyl chloride on 3-chloroacenaphthene) is heated with aluminium chloride to 120 DEG C. in the presence of chlorobenzene, yielding a compound of the composition <PICT:0342379/IV/2> 1 : 4 : 5 : 8-Naphthalenetetracarboxylic acid and derivatives thereof are manufactured by oxidation of the above cyclic ketones. In Examples: (5) the product of Examples (1) to (3) is oxidized in aqueous solution with alkaline potassium permanganate to 1 : 4 : 5 : 8-naphthalenetetracarboxylic acid; (6) the same oxidation is effected by means of sodium bichromate and sulphuric acid; or (7) by means of sodium hypochlorite; (8) the product of Example (4) is oxidized by means of sodium bichromate and sulphuric acid to 2-chloronaphthalene-1 : 4 : 5 : 8-tetracarboxylic acid.
GB3380429A 1929-11-06 1929-11-06 Manufacture of cyclic ketones of the acenaphthene series Expired GB342379A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB3380429A GB342379A (en) 1929-11-06 1929-11-06 Manufacture of cyclic ketones of the acenaphthene series

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB3380429A GB342379A (en) 1929-11-06 1929-11-06 Manufacture of cyclic ketones of the acenaphthene series

Publications (1)

Publication Number Publication Date
GB342379A true GB342379A (en) 1931-02-05

Family

ID=10357650

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3380429A Expired GB342379A (en) 1929-11-06 1929-11-06 Manufacture of cyclic ketones of the acenaphthene series

Country Status (1)

Country Link
GB (1) GB342379A (en)

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