GB776920A - New process for the preparation of 2-methyl 1:3-cyclopentane-dione - Google Patents

New process for the preparation of 2-methyl 1:3-cyclopentane-dione

Info

Publication number
GB776920A
GB776920A GB35817/55A GB3581755A GB776920A GB 776920 A GB776920 A GB 776920A GB 35817/55 A GB35817/55 A GB 35817/55A GB 3581755 A GB3581755 A GB 3581755A GB 776920 A GB776920 A GB 776920A
Authority
GB
United Kingdom
Prior art keywords
formula
trione
alkali metal
caustic alkali
alkali
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
GB35817/55A
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.)
Rhone Poulenc SA
Original Assignee
Rhone Poulenc SA
Societe des Usines Chimiques Rhone Poulenc SA
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 Rhone Poulenc SA, Societe des Usines Chimiques Rhone Poulenc SA filed Critical Rhone Poulenc SA
Publication of GB776920A publication Critical patent/GB776920A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C35/00Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a ring other than a six-membered aromatic ring
    • C07C35/02Compounds 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

Landscapes

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

Abstract

2 - Methylcyclopentane - 1,3 - dione is prepared by reacting 3-methylcyclopentane-1,2,4-trione with a compound of the formula RNHNH2, wherein R represents hydrogen or one of the groups -CONH2 or -CSNH2, decomposing the resulting product of the formula: <FORM:0776920/IV(b)/1> wherein R has the above significance, by heating in a solution of caustic alkali in a solvent having a boiling point of at least 170 DEG C. at atmospheric pressure, and acidifying the alkali metal salt of the formula: <FORM:0776920/IV(b)/2> wherein M represents an alkali metal. The reactant of the formula RNHNH2 may be hydrazine which is used preferably in the form of its hydrate, or semicarbazide or thiosemicarbazide either of which is used preferably in the form of a salt, e.g. the hydrochloride salt. The solvent used in the above reaction may be a dihydric alcohol, e.g. ethylene glycol, a propanediol or a butanediol. The caustic alkali may be potassium hydroxide. The above process may be modified in that a mixture of the trione reactant, the compound of the formula RNHNH2, caustic alkali and the solvent is heated to form the alkali metal salt of the above formula, or a solution in one of the solvents of the reaction product of the trione reactant and hydrazine hydrate containing caustic alkali is added to a solution in one of the solvents of caustic alkali maintained at or near the boiling point, to form the alkali metal salt of the above formula, or semicarbazide hydrochloride is reacted in the cold with the trione to form the corresponding 1-monosemicarbazone derivative of the trione which is isolated and heated with a caustic alkali in one of the solvents at or near the boiling point to form the alkali metal salt of the above formula. A number of detailed examples are given.
GB35817/55A 1955-01-06 1955-12-13 New process for the preparation of 2-methyl 1:3-cyclopentane-dione Expired GB776920A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR776920X 1955-01-06

Publications (1)

Publication Number Publication Date
GB776920A true GB776920A (en) 1957-06-12

Family

ID=9201279

Family Applications (1)

Application Number Title Priority Date Filing Date
GB35817/55A Expired GB776920A (en) 1955-01-06 1955-12-13 New process for the preparation of 2-methyl 1:3-cyclopentane-dione

Country Status (1)

Country Link
GB (1) GB776920A (en)

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