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GB2008093A - 2,6-Methano-2H-1-Benzocins - Google Patents

2,6-Methano-2H-1-Benzocins

Info

Publication number
GB2008093A
GB2008093A GB7835758A GB7835758A GB2008093A GB 2008093 A GB2008093 A GB 2008093A GB 7835758 A GB7835758 A GB 7835758A GB 7835758 A GB7835758 A GB 7835758A GB 2008093 A GB2008093 A GB 2008093A
Authority
GB
United Kingdom
Prior art keywords
formula
image
methano
benzoxocins
alkyl
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
GB7835758A
Other versions
GB2008093B (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.)
Eli Lilly and Co
Original Assignee
Eli Lilly and 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
Priority claimed from US05/831,454 external-priority patent/US4140701A/en
Application filed by Eli Lilly and Co filed Critical Eli Lilly and Co
Publication of GB2008093A publication Critical patent/GB2008093A/en
Application granted granted Critical
Publication of GB2008093B publication Critical patent/GB2008093B/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D311/00Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
    • C07D311/02Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D311/78Ring systems having three or more relevant rings
    • C07D311/80Dibenzopyrans; Hydrogenated dibenzopyrans
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D313/00Heterocyclic compounds containing rings of more than six members having one oxygen atom as the only ring hetero atom
    • C07D313/16Eight-membered rings
    • C07D313/20Eight-membered rings condensed with carbocyclic rings or ring systems

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pyrane Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)

Abstract

A process for preparing 5-isopropylidene-2,7- dihydroxy-9-substituted-2,6- methano-3,4,5,6- tetrahydro-2H-1-benzoxocins of the formula <IMAGE> in which R1 is C5-C10 alkyl, C5-C10 alkenyl, C5-C8 cycloalkyl, or C5-C8 cycloalkenyl; which process is characterized by reacting a 1-alkoxy-4-(1- hydroxy-1-methylethyl)-1, 4-cyclohexadiene of the formula <IMAGE> wherein R3 is C1-C4 alkyl, with a 5-substituted resorcinol of the formula <IMAGE> in an organic solvent in the presence of stannic chloride for from 1 to 15 minutes at a temperature from -40 DEG C. to ambient temperature. The benzoxocins prepared are useful intermediates in the production of dibenzo [b,d] pyran-9- ores which are anti-anxiety, analgesic and anti-depressant drugs.
GB7835758A 1977-09-08 1978-09-06 2,6-methano-2h-1-benzoxcins Expired GB2008093B (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US05/831,454 US4140701A (en) 1976-07-06 1977-09-08 2,6-Methano-2H-1-benzoxocins

Publications (2)

Publication Number Publication Date
GB2008093A true GB2008093A (en) 1979-05-31
GB2008093B GB2008093B (en) 1982-03-10

Family

ID=25259096

Family Applications (1)

Application Number Title Priority Date Filing Date
GB7835758A Expired GB2008093B (en) 1977-09-08 1978-09-06 2,6-methano-2h-1-benzoxcins

Country Status (25)

Country Link
JP (1) JPS5448769A (en)
AT (1) AT360987B (en)
AU (1) AU517889B2 (en)
BE (1) BE870194A (en)
BG (1) BG30023A3 (en)
CA (1) CA1095062A (en)
CS (1) CS203015B2 (en)
DD (1) DD137227A5 (en)
DE (1) DE2838496A1 (en)
DK (1) DK396078A (en)
ES (1) ES473175A1 (en)
FR (1) FR2402656A1 (en)
GB (1) GB2008093B (en)
GR (1) GR70022B (en)
HU (1) HU179461B (en)
IL (1) IL55490A (en)
IT (1) IT1099496B (en)
NL (1) NL7809137A (en)
NZ (1) NZ188366A (en)
PL (1) PL112630B1 (en)
PT (1) PT68502A (en)
RO (1) RO75487A (en)
SE (1) SE7809389L (en)
YU (1) YU208478A (en)
ZA (1) ZA785059B (en)

Also Published As

Publication number Publication date
PL209418A1 (en) 1979-06-04
RO75487A (en) 1980-12-30
DK396078A (en) 1979-03-09
GR70022B (en) 1982-07-23
PT68502A (en) 1978-10-01
IT7827434A0 (en) 1978-09-07
FR2402656A1 (en) 1979-04-06
HU179461B (en) 1982-10-28
DE2838496A1 (en) 1979-03-22
NL7809137A (en) 1979-03-12
JPS5448769A (en) 1979-04-17
ATA642278A (en) 1980-07-15
PL112630B1 (en) 1980-10-31
CA1095062A (en) 1981-02-03
DD137227A5 (en) 1979-08-22
ES473175A1 (en) 1979-10-16
ZA785059B (en) 1980-04-30
CS203015B2 (en) 1981-02-27
AU3956278A (en) 1980-03-13
IL55490A (en) 1982-05-31
IL55490A0 (en) 1978-12-17
BE870194A (en) 1979-03-05
SE7809389L (en) 1979-03-09
GB2008093B (en) 1982-03-10
IT1099496B (en) 1985-09-18
BG30023A3 (en) 1981-03-16
AU517889B2 (en) 1981-09-03
YU208478A (en) 1982-10-31
AT360987B (en) 1981-02-10
FR2402656B1 (en) 1981-12-24
NZ188366A (en) 1980-09-12

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Legal Events

Date Code Title Description
PCNP Patent ceased through non-payment of renewal fee