SU583743A3 - Method of preparing 3-aryloxy-3-phenylpropylamines or salts thereof - Google Patents
Method of preparing 3-aryloxy-3-phenylpropylamines or salts thereofInfo
- Publication number
- SU583743A3 SU583743A3 SU7502302055A SU2302055A SU583743A3 SU 583743 A3 SU583743 A3 SU 583743A3 SU 7502302055 A SU7502302055 A SU 7502302055A SU 2302055 A SU2302055 A SU 2302055A SU 583743 A3 SU583743 A3 SU 583743A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- phenylpropylamines
- aryloxy
- salts
- preparing
- oxalate
- Prior art date
Links
Landscapes
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
(54) СПОСОБ ПОЛУЧЕНИЯ 3-АРИЛОКСИ-:3-ФЕНИЛПРОПИЛАМИНОВ ИЛИ ИХ СОЛЕЙ(54) METHOD FOR OBTAINING 3-Aryloxy-: 3-phenylpropylamines or their salts
кругладонную колбу, оборудовчииую м гнит- ной мешалкой, концы с:атором и cyxofl трубкой . 15,2 г 96о-ного боргиприда натри в твердом виде добавл ют к раствору ааид Полученную смесь нагревают с обратным холодильником 1О-15 часоа и затем охлаж ют. Спирт выпаривают в вакууме, добавл ют около 1,5 л воды и полученную смесь осторожни подкисл ют 2 н, водным раствором сол ной кислоты.a round-bottomed flask equipped with a compact mixer, ends with an ator and a cyxofl tube. 15.2 g of 96 ° sodium borgipride in solid form are added to the solution of aaid. The resulting mixture is heated under reflux for 10-15 hours and then cooled. The alcohol is evaporated in vacuo, about 1.5 liters of water is added and the mixture is carefully acidified with 2N aqueous hydrochloric acid solution.
Кислый водный слой экстрагируют три раза афиром, и извлекают непрореагиро- вавший исходный продукт, затем подщелачивают 5 н. водным раствором гидроокиси натри . Первичный амин, растворимый в щелочи, отдел ют и экстрагируют эфкром. Эфирной слой отдел ют и водный шелоч- ный слой экстрагируют дважды эфиром, Эфирные экстракты объедин ют, и объединенные слои промывают насыщенным водным раствором хлорида натри . Выпаривание эфира в вакууме дает около 17 3.-(о-метоксифенокси{-3)фенилпропнлами-. на, который превращают в оксалат. 3-( о-метоксифенокси )-3-фенилпропиламин оксалат плавитс при температуре 118-121 С после перекристаллизации из смеси растворителей этилаЦегат-циклогексан. Окса- латовую соль превращают в сол нокислую соль с получением свободного OCHOBEIHHHThe acidic aqueous layer is extracted three times with sour, and the unreacted starting material is recovered, then basified with 5N. aqueous solution of sodium hydroxide. The alkaline soluble primary amine is separated and extracted with effcr. The ether layer is separated and the aqueous silk layer is extracted twice with ether, the ether extracts are combined, and the combined layers are washed with a saturated aqueous solution of sodium chloride. Evaporation of the ether in vacuo gives about 17 3 .- (o-methoxyphenoxy {-3) phenylpropnlami-. on, which is converted to oxalate. 3- (o-methoxyphenoxy) -3-phenylpropylamine oxalate melts at a temperature of 118-121 ° C after recrystallization from an ethyl solvent mixture of Cegate-Cyclohexane. Oxalate salt is converted to hydrochloric acid salt to obtain free OCHOBEIHHH
в эфирном растворе и последующ, м насыщением эфирного раствора газообразным хлористым водородом.. Сол нокисла соль плавитс при температуре 77-80 С.in an ethereal solution and then, by saturating the ethereal solution with gaseous hydrogen chloride .. Soloxide salt melts at a temperature of 77-80 C.
Анализ. Вычислено, %: С 65,91,Н 6,86 N4,77, С& 12,07; найдено, %; С 65,13 Н 7,12. N 4,61, СЕ 12,21,Analysis. Calculated,%: C 65.91, H 6.86 N4.77, C &12.07;found,%; C 65.13 H 7.12. N 4.61, CE 12.21,
Следу вышеописанной методике, получают 3-4 пара-трифторметилфенокси-(-3)-фе- килпропиламиа оксалат. Т,пл. 1 G2-164°С. Оксалатова соль превращаетс в сол нокислую путем образовани свободного оснр ,ни , экстракции свободного основани эфирFollowing the procedure described above, 3-4 para-trifluoromethylphenoxy - (- 3) -fecyl propylamia oxalate are obtained. T, pl. 1 G2-164 ° C. The oxalate salt is converted to hydrochloric acid by forming free dus, or by extracting free base ether.
и последующим насыщением эфирного раствора свободного основани газообразным хлористым водородом. Сол нокисла соль плавитс при температуре 13О-133 С.and the subsequent saturation of the ethereal solution of the free base with gaseous hydrogen chloride. Soloxide salt melts at a temperature of 13O-133 C.
Анализ. Вычислено, %: С 57,93, И 5,17, N4,22, се 10,69, F 17,18; найдено, %; С 5,66, Н 5,О8, N 4,О9, СС 11,15, 16,66.Analysis. Calculated,%: C 57.93, AND 5.17, N4.22, ce 10.69, F 17.18; found,%; C 5.66, H 5, O8, N 4, O9, CC 11.15, 16.66.
3-фенокси-З-фенил-пропиламин получают по способу, указанному выше, с ТпА. 17О- 173 С.3-phenoxy-3-phenyl-propylamine receive according to the method indicated above, with TPA. 17O-173 S.
Анализ. Вычислено, %: С 64,3, Н 6,04, N 4,I; найдено, %; с 64,49, Н 5,80,Analysis. Calculated,%: C 64.3, H 6.04, N 4, I; found,%; c 64.49, H 5.80,
К 4,67.,K 4.67.,
Claims (2)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US05/432,379 US4314081A (en) | 1974-01-10 | 1974-01-10 | Arloxyphenylpropylamines |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU583743A3 true SU583743A3 (en) | 1977-12-05 |
Family
ID=23715906
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU7502302055A SU583743A3 (en) | 1974-01-10 | 1975-12-26 | Method of preparing 3-aryloxy-3-phenylpropylamines or salts thereof |
| SU752302650A SU613716A3 (en) | 1974-01-10 | 1975-12-30 | Method of obtaining 3-aryloxy-3-phenylpropylamine derivatives or salts thereof |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU752302650A SU613716A3 (en) | 1974-01-10 | 1975-12-30 | Method of obtaining 3-aryloxy-3-phenylpropylamine derivatives or salts thereof |
Country Status (5)
| Country | Link |
|---|---|
| HU (1) | HU173723B (en) |
| IL (1) | IL46387A (en) |
| MY (1) | MY107523A (en) |
| PL (3) | PL100330B1 (en) |
| SU (2) | SU583743A3 (en) |
-
1975
- 1975-01-02 IL IL46387A patent/IL46387A/en unknown
- 1975-01-09 HU HU75EI588A patent/HU173723B/en unknown
- 1975-01-10 PL PL17726775A patent/PL100330B1/en unknown
- 1975-01-10 PL PL19699675A patent/PL101229B1/en unknown
- 1975-01-10 PL PL19699575A patent/PL101249B1/en unknown
- 1975-12-26 SU SU7502302055A patent/SU583743A3/en active
- 1975-12-30 SU SU752302650A patent/SU613716A3/en active
-
1988
- 1988-04-01 MY MYUI88000336A patent/MY107523A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| MY107523A (en) | 1996-03-30 |
| SU613716A3 (en) | 1978-06-30 |
| HU173723B (en) | 1979-07-28 |
| IL46387A0 (en) | 1975-04-25 |
| IL46387A (en) | 1977-08-31 |
| PL101249B1 (en) | 1978-12-30 |
| PL101229B1 (en) | 1978-12-30 |
| PL100330B1 (en) | 1978-09-30 |
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