JPS5681560A - Preparation of 1-(4-hydroxyphenyl)-2-(4-benzylpiperidino)-1- propanol and its addition salt - Google Patents
Preparation of 1-(4-hydroxyphenyl)-2-(4-benzylpiperidino)-1- propanol and its addition saltInfo
- Publication number
- JPS5681560A JPS5681560A JP15811279A JP15811279A JPS5681560A JP S5681560 A JPS5681560 A JP S5681560A JP 15811279 A JP15811279 A JP 15811279A JP 15811279 A JP15811279 A JP 15811279A JP S5681560 A JPS5681560 A JP S5681560A
- Authority
- JP
- Japan
- Prior art keywords
- benzylpiperidino
- hydroxyphenyl
- propanol
- hydroxypropiophenone
- brominating
- 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
Links
- UYNVMODNBIQBMV-UHFFFAOYSA-N 4-[1-hydroxy-2-[4-(phenylmethyl)-1-piperidinyl]propyl]phenol Chemical compound C1CC(CC=2C=CC=CC=2)CCN1C(C)C(O)C1=CC=C(O)C=C1 UYNVMODNBIQBMV-UHFFFAOYSA-N 0.000 title abstract 3
- 150000003839 salts Chemical class 0.000 title 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 6
- CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 abstract 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- 238000010438 heat treatment Methods 0.000 abstract 2
- 239000011261 inert gas Substances 0.000 abstract 2
- RARSHUDCJQSEFJ-UHFFFAOYSA-N p-Hydroxypropiophenone Chemical compound CCC(=O)C1=CC=C(O)C=C1 RARSHUDCJQSEFJ-UHFFFAOYSA-N 0.000 abstract 2
- 239000011541 reaction mixture Substances 0.000 abstract 2
- 239000002904 solvent Substances 0.000 abstract 2
- DBOLXXRVIFGDTI-UHFFFAOYSA-N 4-benzylpyridine Chemical compound C=1C=NC=CC=1CC1=CC=CC=C1 DBOLXXRVIFGDTI-UHFFFAOYSA-N 0.000 abstract 1
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium on carbon Substances [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 abstract 1
- 238000005574 benzylation reaction Methods 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 238000010531 catalytic reduction reaction Methods 0.000 abstract 1
- 230000002490 cerebral effect Effects 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 230000005494 condensation Effects 0.000 abstract 1
- 238000006482 condensation reaction Methods 0.000 abstract 1
- 150000002170 ethers Chemical class 0.000 abstract 1
- 230000003301 hydrolyzing effect Effects 0.000 abstract 1
- 229960003998 ifenprodil Drugs 0.000 abstract 1
- 230000003902 lesion Effects 0.000 abstract 1
- 238000006722 reduction reaction Methods 0.000 abstract 1
- 238000010992 reflux Methods 0.000 abstract 1
Landscapes
- Hydrogenated Pyridines (AREA)
- Pyridine Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (14)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP15811279A JPS5681560A (en) | 1979-12-07 | 1979-12-07 | Preparation of 1-(4-hydroxyphenyl)-2-(4-benzylpiperidino)-1- propanol and its addition salt |
GB8038771A GB2067187B (en) | 1979-12-07 | 1980-12-03 | Process for the preparation of 1-(4-hydroxyphenyl)-2-(4-benzylpiperidino)-1-propanol and acid addition salts thereof |
PH24937A PH16735A (en) | 1979-12-07 | 1980-12-03 | A new process for the preparation of 1-(4-hydroxyphenyl)-2-(4-benzylpiperidino)-1-propanol and acid addition salts thereof |
US06/213,033 US4377691A (en) | 1979-12-07 | 1980-12-04 | Process for the preparation of 1-(4-hydroxyphenyl)-2-(4-benzylpiperidino)-1-propanol and acid-addition salts thereof |
CA000366167A CA1141387A (en) | 1979-12-07 | 1980-12-04 | Process for the preparation of 1-(4-hydroxyphenyl)-2- (4-benzylpiperidino)-1-propanol and acid-addition salts thereof |
ES497527A ES497527A0 (es) | 1979-12-07 | 1980-12-05 | Un procedimiento para la preparacion de 1-(4-hidroxifenil)- 2-(4-bencilpiperidino)-1-propanol |
IT26487/80A IT1148744B (it) | 1979-12-07 | 1980-12-05 | Processo per la preparazione di 1-(4-idrossifenil)-2-(4-benzilpiperidino)-1-propanolo e relativi sali di addizione con acido |
FR8025923A FR2471374A1 (fr) | 1979-12-07 | 1980-12-05 | Nouveau procede pour la preparation du 1-(4-hydroxyphenyl)-2-(4-benzylpiperidino)-propanol et de ses sels d'addition d'acides |
AR283504A AR229157A1 (es) | 1979-12-07 | 1980-12-05 | Procedimiento para la preparacion de 1-(4-hidroxifenil)-2-(4-bencilpiperidino)-1-propanol |
DE19803045916 DE3045916A1 (de) | 1979-12-07 | 1980-12-05 | Verfahren zur herstellung von 4-benzyl- (alpha) -(p-hydroxyphenyl)- (beta) -methyl-1-piperidinaethanol und seinen salzen mit saeuren |
BR8008020A BR8008020A (pt) | 1979-12-07 | 1980-12-08 | Processo para a preparacao de 1-(4-hidroxifenil)-2-(4-benzilpiperidino)-1-propanol e seus sais de adicao de acido |
CH9032/80A CH648550A5 (de) | 1979-12-07 | 1980-12-08 | Verfahren zur herstellung von 4-benzyl-alpha-(p-hydroxyphenyl)-beta-methyl-1-piperidinaethanol und seinen salzen mit saeuren. |
AT0597580A AT374181B (de) | 1979-12-07 | 1980-12-09 | Verfahren zur herstellung von 4-benzyl-alpha-(p |
HK71984A HK71984A (en) | 1979-12-07 | 1984-09-20 | Process for the preparation of 1-(4-hydroxyphenyl)-2-(4-benzylpiperidino)-1- propanol and acid-addition salts |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP15811279A JPS5681560A (en) | 1979-12-07 | 1979-12-07 | Preparation of 1-(4-hydroxyphenyl)-2-(4-benzylpiperidino)-1- propanol and its addition salt |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS5681560A true JPS5681560A (en) | 1981-07-03 |
JPS6239153B2 JPS6239153B2 (enrdf_load_stackoverflow) | 1987-08-21 |
Family
ID=15664557
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP15811279A Granted JPS5681560A (en) | 1979-12-07 | 1979-12-07 | Preparation of 1-(4-hydroxyphenyl)-2-(4-benzylpiperidino)-1- propanol and its addition salt |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS5681560A (enrdf_load_stackoverflow) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE112006001701T5 (de) | 2005-06-27 | 2008-09-04 | Alps Pharmaceutical Ind. Co., Ltd., Hida | Verfahren zur Herstellung von optisch aktiven Benzylaminderivaten |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH0655045U (ja) * | 1993-01-04 | 1994-07-26 | 義明 谷西 | 着火装置 |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS501478U (enrdf_load_stackoverflow) * | 1973-05-11 | 1975-01-09 | ||
JPS5059274U (enrdf_load_stackoverflow) * | 1973-10-12 | 1975-06-02 |
-
1979
- 1979-12-07 JP JP15811279A patent/JPS5681560A/ja active Granted
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS501478U (enrdf_load_stackoverflow) * | 1973-05-11 | 1975-01-09 | ||
JPS5059274U (enrdf_load_stackoverflow) * | 1973-10-12 | 1975-06-02 |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE112006001701T5 (de) | 2005-06-27 | 2008-09-04 | Alps Pharmaceutical Ind. Co., Ltd., Hida | Verfahren zur Herstellung von optisch aktiven Benzylaminderivaten |
Also Published As
Publication number | Publication date |
---|---|
JPS6239153B2 (enrdf_load_stackoverflow) | 1987-08-21 |
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