GB779735A - Manufacture of new hydrophenanthrene-carboxylic acids and derivatives thereof - Google Patents

Manufacture of new hydrophenanthrene-carboxylic acids and derivatives thereof

Info

Publication number
GB779735A
GB779735A GB20958/53A GB2095853A GB779735A GB 779735 A GB779735 A GB 779735A GB 20958/53 A GB20958/53 A GB 20958/53A GB 2095853 A GB2095853 A GB 2095853A GB 779735 A GB779735 A GB 779735A
Authority
GB
United Kingdom
Prior art keywords
carboxylic acid
octahydrophenanthrene
hydroxy
ethyl
methyl
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
GB20958/53A
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.)
BASF Schweiz AG
Original Assignee
Ciba 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 Ciba AG filed Critical Ciba AG
Publication of GB779735A publication Critical patent/GB779735A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C62/00—Compounds having carboxyl groups bound to carbon atoms of rings other than six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
    • C07C62/30—Unsaturated compounds
    • C07C62/32—Unsaturated compounds containing hydroxy or O-metal groups

Landscapes

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

Abstract

The invention comprises 1 : 2 : 3 : 4 : 5 : 6 : 7 : 8-octahydrophenanthrene - 2 - carboxylic acids containing in the 7-position a free hydroxyl group, in the 1-position an akyl group containing 1 to 3 carbon atoms, and which may be substituted in the 2-position by an alkyl group containing 1 to 3 carbon atoms, and the preparation thereof by treating the required tetrahydrophenanthrene-2-carboxylic acid having aromatic rings A and B with hydrogen in the presence of a nickel catalyst and a strongly basic agent such as an alkali metal hydroxide-particularly potassium hydroxide, at an elevated temperature and pressure and, if desired, converting the resulting 1 : 2 : 3 : 4 : 5 : 6 : 7 : 8-octahydrophenanthrene-2-carboxylic acid which may be substituted as above into an alkyl ester or an ammonium, alkali metal or alkaline earth metal salt thereof. In the examples: (1) 1-ethyl-2-methyl - 7 - hydroxy - 1 : 2 : 3 : 4 : 5 : 6 : 7 : 8-octahydrophenanthrene - 2 - carboxylic acid is prepared from 1 - ethyl - 2 - methyl - 7 - hydroxy - 1 : 2 : 3 : 4 - tetrahydrophenanthrene - 2-carboxylic acid by treatment with hydrogen in the presence of Rupe nickel and potassium hydroxide at an elevated temperature and pressure, and is converted into the methyl ester thereof; 1 : 2 - dipropyl - 7 - hydroxy - 1 : 2 : 3 : 4 : 5 : 6 : 7 : 8 - octahydrophenanthrene - 2-carboxylic acid may be similarly prepared; (2) 1 - ethyl - 7 - hydroxy - 1 : 2 : 3 : 4 : 5 : 6 : 7 : 8-octahydrophenanthrene-2-carboxylic acid is prepared as in (1).
GB20958/53A 1952-08-26 1953-07-28 Manufacture of new hydrophenanthrene-carboxylic acids and derivatives thereof Expired GB779735A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH779735X 1952-08-26

Publications (1)

Publication Number Publication Date
GB779735A true GB779735A (en) 1957-07-24

Family

ID=4536097

Family Applications (1)

Application Number Title Priority Date Filing Date
GB20958/53A Expired GB779735A (en) 1952-08-26 1953-07-28 Manufacture of new hydrophenanthrene-carboxylic acids and derivatives thereof

Country Status (1)

Country Link
GB (1) GB779735A (en)

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