SU496714A3 - Способ получени 4-(4-бифенилил)1-бутанола - Google Patents

Способ получени 4-(4-бифенилил)1-бутанола

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Publication number
SU496714A3
SU496714A3 SU1955029A SU1955029A SU496714A3 SU 496714 A3 SU496714 A3 SU 496714A3 SU 1955029 A SU1955029 A SU 1955029A SU 1955029 A SU1955029 A SU 1955029A SU 496714 A3 SU496714 A3 SU 496714A3
Authority
SU
USSR - Soviet Union
Prior art keywords
biphenylyl
butanol
obtaining
catalyst
oxo
Prior art date
Application number
SU1955029A
Other languages
English (en)
Inventor
Зеегер Эрнст
Энгель Вольфгард
Тойфель Гельмут
Энгельхардт Гюнтер
Original Assignee
Др.Карл Томэ Гмбх (Фирма)
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 Др.Карл Томэ Гмбх (Фирма) filed Critical Др.Карл Томэ Гмбх (Фирма)
Application granted granted Critical
Publication of SU496714A3 publication Critical patent/SU496714A3/ru

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/09—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrolysis
    • C07C29/10—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrolysis of ethers, including cyclic ethers, e.g. oxiranes
    • C07C29/103—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrolysis of ethers, including cyclic ethers, e.g. oxiranes of cyclic ethers
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/132—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group
    • C07C29/136—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH
    • C07C29/143—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of ketones
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/132—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group
    • C07C29/136—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH
    • C07C29/147—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of carboxylic acids or derivatives thereof
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/132—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group
    • C07C29/136—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH
    • C07C29/147—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of carboxylic acids or derivatives thereof
    • C07C29/149—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of carboxylic acids or derivatives thereof with hydrogen or hydrogen-containing gases
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/17—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrogenation of carbon-to-carbon double or triple bonds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/36—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring increasing the number of carbon atoms by reactions with formation of hydroxy groups, which may occur via intermediates being derivatives of hydroxy, e.g. O-metal
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/60—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by elimination of -OH groups, e.g. by dehydration
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C33/00—Unsaturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
    • C07C33/18—Monohydroxylic alcohols containing only six-membered aromatic rings as cyclic part
    • C07C33/24—Monohydroxylic alcohols containing only six-membered aromatic rings as cyclic part polycyclic without condensed ring systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C33/00—Unsaturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
    • C07C33/26—Polyhydroxylic alcohols containing only six-membered aromatic rings as cyclic part

Description

пример, безводного хлорида алюмини , в I растворителе, наприм с йитробензола вли метилешшоркда, при О-врОС.
Пример, Дл  получвйи  4-(4-бифвнилил )-1-бутанола берут 2,4 г (0,01 мол ) 4-(4-бифенилил)-4-оксо«1-бутанопа (т, плГ 125-12б С) раствор ют в 6О мл метанола и гидрируют его с добав лением 0,6 г 10%-иого паллади  на угла В качестве катализатора при 50°С и давлении 5 атм. После поглощени  рассчитанного количестеа водорсда отсасывают катализатор и отгон ют растворитель. Остав (йийс  твердый остаток лерекристаллизовывают из петролейного эфира циклогецсана. Получают 1,5 г (60% от теории) 4-(4-бифенилил )-1-бутанола с ,т, пл,
/Пример 2. ,1,2 г 4-(4-бифенилил)-h -.4-оксо-1-6утанола раствор ют в 5D ца метанола, добавл ют 1 г никел  Рене  и гидрируют при SO-60 С и давлении 5 атм до поглощени  рассчитанного количества водорода. Отсасывают, вьшаривают раствогчтйль , у.- кип т т, остаток с петролеймым (Эфиром. Из отдекаитированного раствора кетролейного эфира выкристаллизовьюаю при охлаждении 0,8 г (71% от теории)
4(4-бифенилил)-1-бутанола с т, пл. 74 С
Аналогично получают 4-(4-бифенилил)-1-бутанол с т. пл, , использу  ко . бальт Рене  при 70 С и 1О ат. Выход составл ет 70% от теории. ,
Пример 3. 1,2 г 4-(4-бифенилкл) -4-оксо -1«бутанола раствор ют в 60 мл этанола, добавл ют 1,2 г никел  Ренё  и гидрируют при температуре 60-70°С и давлении 1,5 атм до поглощени  рассчитанного количества водорода, Отсасьшают, выпаривают растворитель и оставшийс  остаток кип т т с петролейным эфиром. Из декантированного раствора петролейного эфира выкристаллизовьшают при охлажде НИИ 0,7 г (.60% от теории) 4-(:4-бифенилил )-1-бутанола с т, пл, 74°С,
Формула и 30 б р е т е ни  

Claims (3)

1.Способ получени  4-(4-бифенилил)-1-бутанола , отличающийс  тем, что 4-(4-бифенилил)-4-оксо-1-бутанол гидрируют водородом в органическом растворителе, в присутствии катализатора, при температуре 0-100 С и давлении 11О атм с последующим выделением ц&левого продукта известными приемами.
2,Способ поп, 1, отли ча ющ и и с   тем, что в качестве катализатора испогшзуют никель Рене , кобальт Рене  или палладий на угле.
3. Способ по пл. 1 и 2, о т л и ч а- кI Ц и и с   тем, что гидрирование ведут при 50-7 0°С,
SU1955029A 1971-10-15 1973-08-23 Способ получени 4-(4-бифенилил)1-бутанола SU496714A3 (ru)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE2151312A DE2151312C3 (de) 1971-10-15 1971-10-15 4- (4-Biphen ylyl) -l-butanol

Publications (1)

Publication Number Publication Date
SU496714A3 true SU496714A3 (ru) 1975-12-25

Family

ID=5822378

Family Applications (7)

Application Number Title Priority Date Filing Date
SU1955030A SU464106A3 (ru) 1971-10-15 1972-10-12 Способ получени 4-(4-бифенилил)1 -бутанола
SU1957826A SU474968A3 (ru) 1971-10-15 1972-10-12 Способ получени 4-(4-бифенилил)1-бутанола
SU1955028A SU471710A3 (ru) 1971-10-15 1972-10-12 Способ получени 4-/4-бифенилил/1-бутанола
SU1839112A SU453823A3 (ru) 1971-10-15 1972-10-12 Способ получения 4-
SU1955026A SU464105A3 (ru) 1971-10-15 1972-10-12 Способ получени 4-(4-бифенилил)-1 бутанола
SU1955029A SU496714A3 (ru) 1971-10-15 1973-08-23 Способ получени 4-(4-бифенилил)1-бутанола
SU1955347A SU496713A3 (ru) 1971-10-15 1973-08-23 Способ получени 4-(2-бифенилил)1-бутанола

Family Applications Before (5)

Application Number Title Priority Date Filing Date
SU1955030A SU464106A3 (ru) 1971-10-15 1972-10-12 Способ получени 4-(4-бифенилил)1 -бутанола
SU1957826A SU474968A3 (ru) 1971-10-15 1972-10-12 Способ получени 4-(4-бифенилил)1-бутанола
SU1955028A SU471710A3 (ru) 1971-10-15 1972-10-12 Способ получени 4-/4-бифенилил/1-бутанола
SU1839112A SU453823A3 (ru) 1971-10-15 1972-10-12 Способ получения 4-
SU1955026A SU464105A3 (ru) 1971-10-15 1972-10-12 Способ получени 4-(4-бифенилил)-1 бутанола

Family Applications After (1)

Application Number Title Priority Date Filing Date
SU1955347A SU496713A3 (ru) 1971-10-15 1973-08-23 Способ получени 4-(2-бифенилил)1-бутанола

Country Status (28)

Country Link
US (1) US3801654A (ru)
JP (3) JPS5320031B2 (ru)
AT (7) AT321898B (ru)
AU (1) AU469279B2 (ru)
BE (1) BE790086A (ru)
BG (5) BG20560A3 (ru)
CA (1) CA993897A (ru)
CH (4) CH575358A5 (ru)
CS (7) CS160610B2 (ru)
DD (1) DD103233A5 (ru)
DE (1) DE2151312C3 (ru)
DK (1) DK129573B (ru)
ES (5) ES407583A1 (ru)
FI (1) FI55984C (ru)
FR (1) FR2157860B1 (ru)
GB (1) GB1361574A (ru)
HU (1) HU164696B (ru)
IE (1) IE36775B1 (ru)
IL (1) IL40571A (ru)
NL (1) NL7213927A (ru)
NO (1) NO136092C (ru)
PH (1) PH13645A (ru)
PL (4) PL91408B1 (ru)
RO (8) RO71306A (ru)
SE (2) SE399417B (ru)
SU (7) SU464106A3 (ru)
YU (5) YU255972A (ru)
ZA (1) ZA727320B (ru)

Families Citing this family (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4053639A (en) * 1964-01-24 1977-10-11 The Boots Company Limited Therapeutically active phenylalkane derivatives
BE790085A (fr) * 1971-10-15 1973-04-13 Thomae Gmbh Dr K Nouveaux 4-(4-biphenylyl)-butanols
DE2240440A1 (de) * 1972-08-17 1974-02-28 Thomae Gmbh Dr K Neue (4-biphenylyl)-alkohole und verfahren zu ihrer herstellung
DE2240438A1 (de) * 1972-08-17 1974-02-28 Thomae Gmbh Dr K Neue 2-(4-biphenylyl)-tetrahydrofurane und verfahren zu ihrer herstellung
DE2341506A1 (de) * 1973-08-16 1975-02-27 Thomae Gmbh Dr K Neue biphenylderivate und verfahren zu ihrer herstellung
DE2528958A1 (de) * 1975-06-28 1977-01-13 Merck Patent Gmbh Araliphatische dihalogenverbindungen und verfahren zu ihrer herstellung
DE2708520A1 (de) * 1977-02-26 1978-08-31 Thomae Gmbh Dr K Neue arzneimittelkombinationen und verfahren zu ihrer herstellung
DE3001303A1 (de) * 1980-01-16 1981-07-23 Basf Ag, 6700 Ludwigshafen Optisch aktive phenylpropan-derivate, ihre herstellung und verwendung
AT399471B (de) * 1993-06-04 1995-05-26 Ifw Manfred Otte Ges M B H & C Spritzgiessform

Also Published As

Publication number Publication date
IE36775L (en) 1973-04-15
DE2151312A1 (de) 1973-04-19
ZA727320B (en) 1974-06-26
CS160614B2 (ru) 1975-03-28
RO70567A (ro) 1981-07-30
JPS5320031B2 (ru) 1978-06-24
CS160610B2 (ru) 1975-03-28
CS160612B2 (ru) 1975-03-28
RO71306A (ro) 1981-08-17
AT321900B (de) 1975-04-25
RO70059A (ro) 1980-03-15
YU197179A (en) 1982-06-18
IE36775B1 (en) 1977-02-16
JPS5387342A (en) 1978-08-01
FI55984C (fi) 1979-11-12
ATA573873A (de) 1975-04-15
BG20333A3 (ru) 1975-11-05
SU471710A3 (ru) 1975-05-25
YU197379A (en) 1982-06-18
SU453823A3 (ru) 1974-12-15
BG19586A3 (ru) 1975-06-25
CS160609B2 (ru) 1975-03-28
NL7213927A (ru) 1973-04-17
AU4774872A (en) 1974-04-26
CS160615B2 (ru) 1975-03-28
CH575358A5 (ru) 1976-05-14
YU255972A (en) 1982-06-18
SE399417B (sv) 1978-02-13
ES415242A1 (es) 1976-06-16
CS160613B2 (ru) 1975-03-28
AT321901B (de) 1975-04-25
DK129573B (da) 1974-10-28
PL91409B1 (ru) 1977-02-28
BG20332A3 (ru) 1975-11-05
SU464105A3 (ru) 1975-03-15
JPS4861459A (ru) 1973-08-28
PL91407B1 (ru) 1977-02-28
SE7600800L (sv) 1976-01-26
PH13645A (en) 1980-08-18
AT321898B (de) 1975-04-25
AT327177B (de) 1976-01-26
SU464106A3 (ru) 1975-03-15
US3801654A (en) 1974-04-02
DK129573C (ru) 1975-03-24
GB1361574A (en) 1974-07-30
SU496713A3 (ru) 1975-12-25
JPS5515448B2 (ru) 1980-04-23
JPS5542054B2 (ru) 1980-10-28
PL91408B1 (ru) 1977-02-28
NO136092C (no) 1977-07-20
CH589575A5 (ru) 1977-07-15
AU469279B2 (en) 1976-02-12
BG20560A3 (ru) 1975-12-05
YU197279A (en) 1982-06-18
RO70060A (ro) 1981-06-30
CH590185A5 (ru) 1977-07-29
ES415241A1 (es) 1976-06-16
AT315823B (de) 1974-06-10
FI55984B (fi) 1979-07-31
ES415244A1 (es) 1976-11-01
SU474968A3 (ru) 1975-06-25
BE790086A (fr) 1973-04-13
FR2157860B1 (ru) 1975-10-31
DD103233A5 (ru) 1974-01-12
RO71307A (ro) 1982-03-24
HU164696B (ru) 1974-03-28
ES407583A1 (es) 1975-11-01
BG20777A3 (ru) 1975-12-20
AT321897B (de) 1975-04-25
CA993897A (en) 1976-07-27
CH599082A5 (ru) 1978-05-12
AT321899B (de) 1975-04-25
DE2151312C3 (de) 1975-07-31
YU197479A (en) 1982-06-18
IL40571A (en) 1975-10-15
ES415243A1 (es) 1976-11-01
PL83601B1 (ru) 1975-12-31
IL40571A0 (en) 1972-12-29
RO71244A (ro) 1982-07-06
JPS5387341A (en) 1978-08-01
RO69378A (ro) 1981-04-20
NO136092B (ru) 1977-04-12
DE2151312B2 (ru) 1974-11-28
FR2157860A1 (ru) 1973-06-08
CS160611B2 (ru) 1975-03-28
RO70058A (ro) 1982-09-09

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