GB482235A - A process for the preparation of ª -(p-oxyphenyl)-isopropylmethylamine - Google Patents
A process for the preparation of ª -(p-oxyphenyl)-isopropylmethylamineInfo
- Publication number
- GB482235A GB482235A GB14597/37A GB1459737A GB482235A GB 482235 A GB482235 A GB 482235A GB 14597/37 A GB14597/37 A GB 14597/37A GB 1459737 A GB1459737 A GB 1459737A GB 482235 A GB482235 A GB 482235A
- Authority
- GB
- United Kingdom
- Prior art keywords
- methoxyphenyl
- product
- isopropylamine
- refluxed
- alcohol
- 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.)
- Expired
Links
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 3
- 239000000047 product Substances 0.000 abstract 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 abstract 2
- 150000001398 aluminium Chemical class 0.000 abstract 2
- 239000008098 formaldehyde solution Substances 0.000 abstract 2
- 238000007514 turning Methods 0.000 abstract 2
- WFWKNGZODAOLEO-UHFFFAOYSA-N 1-(4-Methoxyphenyl)-2-propanone Chemical compound COC1=CC=C(CC(C)=O)C=C1 WFWKNGZODAOLEO-UHFFFAOYSA-N 0.000 abstract 1
- BMYNFMYTOJXKLE-UHFFFAOYSA-N 3-azaniumyl-2-hydroxypropanoate Chemical compound NCC(O)C(O)=O BMYNFMYTOJXKLE-UHFFFAOYSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 abstract 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 150000007513 acids Chemical class 0.000 abstract 1
- 229910021529 ammonia Inorganic materials 0.000 abstract 1
- 239000008280 blood Substances 0.000 abstract 1
- 210000004369 blood Anatomy 0.000 abstract 1
- 239000007859 condensation product Substances 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 abstract 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 abstract 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 abstract 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 230000001105 regulatory effect Effects 0.000 abstract 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
b - (p - Hydroxyphenyl) - isopropylmethylamine is manufactured by condensing b -(p-methoxyphenyl) - isopropyl amine with formaldehyde, thereafter or simultaneously reducing the condensation product, and splitting of the methyl radicle from the methoxy group of the resulting base by treatment with strong acids. In examples: (1) b -(p-methoxyphenyl)-isopropylamine is stirred in the warm with formaldehyde solution, alcohol and activated aluminium turnings, the product is converted into its hydrochloride, and this is refluxed with 48 per cent hydrobromic acid or heated to 130 DEG C. with concentrated hydrochloric acid or boiled with hydriodic acid in the presence of red phosphorus; (2) b -(p-methoxyphenyl)-isopropylamine is refluxed with formaldehyde solution, alcohol and activated aluminium turnings, and the product is worked up as in (1). The product is useful as a medium for regulating the circulation of the blood. b - (p - Methoxyphenyl) - isopropylamine is obtainable by reducing p-methoxybenzyl methyl ketone with hydrogen and a nickel catalyst in the presence of ammonia.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE205016X | 1936-05-26 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB482235A true GB482235A (en) | 1938-03-25 |
Family
ID=5784951
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB14597/37A Expired GB482235A (en) | 1936-05-26 | 1937-05-26 | A process for the preparation of ª -(p-oxyphenyl)-isopropylmethylamine |
Country Status (4)
| Country | Link |
|---|---|
| CH (1) | CH205016A (en) |
| FR (1) | FR822895A (en) |
| GB (1) | GB482235A (en) |
| NL (1) | NL45767C (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE767193C (en) * | 1938-01-20 | 1952-02-14 | Theodor H Temmler | Process for the preparation of amino compounds |
-
0
- NL NL45767D patent/NL45767C/xx active
-
1937
- 1937-05-18 CH CH205016D patent/CH205016A/en unknown
- 1937-05-19 FR FR822895D patent/FR822895A/en not_active Expired
- 1937-05-26 GB GB14597/37A patent/GB482235A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| NL45767C (en) | |
| CH205016A (en) | 1939-05-31 |
| FR822895A (en) | 1938-01-10 |
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