GB722574A - Production of salts of substituted naphthalenones - Google Patents

Production of salts of substituted naphthalenones

Info

Publication number
GB722574A
GB722574A GB26903/52A GB2690352A GB722574A GB 722574 A GB722574 A GB 722574A GB 26903/52 A GB26903/52 A GB 26903/52A GB 2690352 A GB2690352 A GB 2690352A GB 722574 A GB722574 A GB 722574A
Authority
GB
United Kingdom
Prior art keywords
methyl
salt
naphthalenone
trihydro
hydroxy
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
GB26903/52A
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.)
Monsanto Chemicals Ltd
Monsanto Chemical Co
Original Assignee
Monsanto Chemicals Ltd
Monsanto Chemical 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
Application filed by Monsanto Chemicals Ltd, Monsanto Chemical Co filed Critical Monsanto Chemicals Ltd
Publication of GB722574A publication Critical patent/GB722574A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C50/00—Quinones
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C46/00—Preparation of quinones
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C50/00—Quinones
    • C07C50/26—Quinones containing groups having oxygen atoms singly bound to carbon atoms
    • C07C50/32—Quinones containing groups having oxygen atoms singly bound to carbon atoms the quinoid structure being part of a condensed ring system having two rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2602/00—Systems containing two condensed rings
    • C07C2602/02—Systems containing two condensed rings the rings having only two atoms in common
    • C07C2602/04—One of the condensed rings being a six-membered aromatic ring
    • C07C2602/10—One of the condensed rings being a six-membered aromatic ring the other ring being six-membered, e.g. tetraline

Landscapes

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

Abstract

A method of preparing an alkali or alkaline earth metal salt of 5,8,8a-trihydro-4-hydroxy-3-alkoxy - 8a - methyl - 1 - naphthalenone comprises treating a 4a,5,8,8a-tetrahydro-2-alkoxy-4a-methyl-1,4-naphthoquinone in which the alkoxy group contains from one to five carbon atoms with an alkaline derivative of an alkali or alkaline earth metal in an inert organic solvent. Suitable alkaline derivatives are the alkali metal and alkaline earth metal alkoxides, oxides and hydroxides, e.g. sodium, potassium and lithium hydroxides and calcium, barium or magnesium oxides or hydroxides. The product may be precipitated by pouring the reaction mixture into a non-solvent for the salt, e.g. open chain and cyclic ethers. In examples: (1) the sodium salt of dl-5,8,8a-trihydro-4-hydroxy-3-methoxy-8a-methyl-1-naphthalenone is prepared by reacting dl-trans.-4a,5,8,8a-tetrahydro-2-methoxy-4a-methyl-1, 4-naphthoquinone with a methanol solution of sodium or sodium hydroxide. The naphthoquinone derivative is recovered by neutralizing the salt with acid; (2) the same product is obtained using the cis-naphthoquinone derivative in place of the trans.-compound of example (1). In a generally similar manner are prepared (3) the potassium salt of dl-5,8,8a-trihydro-4-hydroxy-3-methoxy-8a-methyl-1-naphthalenone; (4) the potassium salt of dl-5,8,8a-trihydro-4-hydroxy-3-ethoxy - 8a - methyl - 1 - naphthalenone; (5) the barium salt of d-5,8,8a-trihydro-4-hydroxy-3 - n - propoxy - 8a - methyl - 1 - naphthalenone; (6) the calcium salt of dl-5,8,8a-trihydro-4-hydroxy - 3 - n - pentoxy - 8a - methyl - 1 - naphthalenone; (7) the barium salt of dl-5,8,8a - trihydro - 4 - hydroxy - 3 - n - butoxy - 8a - methyl - 1 - naphthalenone; (8) the barium salt of dl-5,8,8a-trihydro-4-hydroxy-3-methoxy-8a-methyl-1-naphthalenone.
GB26903/52A 1951-10-27 1952-10-27 Production of salts of substituted naphthalenones Expired GB722574A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US722574XA 1951-10-27 1951-10-27

Publications (1)

Publication Number Publication Date
GB722574A true GB722574A (en) 1955-01-26

Family

ID=22106501

Family Applications (1)

Application Number Title Priority Date Filing Date
GB26903/52A Expired GB722574A (en) 1951-10-27 1952-10-27 Production of salts of substituted naphthalenones

Country Status (1)

Country Link
GB (1) GB722574A (en)

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