FR2309533A1 - Thebaine produced from salutaridinols - in higher yield by acid deriv. then alkali treatment - Google Patents

Thebaine produced from salutaridinols - in higher yield by acid deriv. then alkali treatment

Info

Publication number
FR2309533A1
FR2309533A1 FR7513832A FR7513832A FR2309533A1 FR 2309533 A1 FR2309533 A1 FR 2309533A1 FR 7513832 A FR7513832 A FR 7513832A FR 7513832 A FR7513832 A FR 7513832A FR 2309533 A1 FR2309533 A1 FR 2309533A1
Authority
FR
France
Prior art keywords
salutaridinols
alkali treatment
higher yield
thebaine
produced
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.)
Granted
Application number
FR7513832A
Other languages
French (fr)
Other versions
FR2309533B1 (en
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.)
Merck and Co Inc
Original Assignee
Merck and Co Inc
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 Merck and Co Inc filed Critical Merck and Co Inc
Priority to FR7513832A priority Critical patent/FR2309533A1/en
Publication of FR2309533A1 publication Critical patent/FR2309533A1/en
Application granted granted Critical
Publication of FR2309533B1 publication Critical patent/FR2309533B1/fr
Granted legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D489/00—Heterocyclic compounds containing 4aH-8, 9 c- Iminoethano-phenanthro [4, 5-b, c, d] furan ring systems, e.g. derivatives of [4, 5-epoxy]-morphinan of the formula:
    • C07D489/02—Heterocyclic compounds containing 4aH-8, 9 c- Iminoethano-phenanthro [4, 5-b, c, d] furan ring systems, e.g. derivatives of [4, 5-epoxy]-morphinan of the formula: with oxygen atoms attached in positions 3 and 6, e.g. morphine, morphinone

Landscapes

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

Abstract

Thebaine is produced in high yield by (a) reacting either or both the epimeric salutaridinols with a 2-4C aliphatic acid anhydride or with SOCl2, SOBr2, POCl3, POBr3, PBr3, PCl3, PCl5, PBr5, COCl2, CH3SO2Cl and SO2, CH3SO2Br, ClCO2CH3, ClCO2CH2Ph or p-dinitrophenylchlorocarbonate opt. in the presence of an additional tert. amine and (b) treating the prod. obtd. with an alkali metal hydroxide, carbonate or phosphate. Pref. the reaction is effected at -10 to +25 degrees C. The epimeric mixt. is partic. obtd. by NaBH4 redn. of salutaridine.
FR7513832A 1975-05-02 1975-05-02 Thebaine produced from salutaridinols - in higher yield by acid deriv. then alkali treatment Granted FR2309533A1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
FR7513832A FR2309533A1 (en) 1975-05-02 1975-05-02 Thebaine produced from salutaridinols - in higher yield by acid deriv. then alkali treatment

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR7513832A FR2309533A1 (en) 1975-05-02 1975-05-02 Thebaine produced from salutaridinols - in higher yield by acid deriv. then alkali treatment

Publications (2)

Publication Number Publication Date
FR2309533A1 true FR2309533A1 (en) 1976-11-26
FR2309533B1 FR2309533B1 (en) 1980-02-29

Family

ID=9154781

Family Applications (1)

Application Number Title Priority Date Filing Date
FR7513832A Granted FR2309533A1 (en) 1975-05-02 1975-05-02 Thebaine produced from salutaridinols - in higher yield by acid deriv. then alkali treatment

Country Status (1)

Country Link
FR (1) FR2309533A1 (en)

Also Published As

Publication number Publication date
FR2309533B1 (en) 1980-02-29

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Legal Events

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