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The production process of (12aR)-7-(hexyloxy)-3,4,12,12a-tetrahydro-1H-[1,4]benzoxazepine is a complex and multi-step process that involves various chemical reactions and purification steps.
The following is a detailed overview of the production process:
- Synthesis of N-phenylpropargylamine: The synthesis of N-phenylpropargylamine, a key intermediate for the production of (12aR)-7-(hexyloxy)-3,4,12,12a-tetrahydro-1H-[1,4]benzoxazepine, involves the reaction of phenylpropanamine with hydrogen in the presence of a platinum catalyst.
- Grignard reaction: The N-phenylpropargylamine is then treated with magnesium metal to form a Grignard reagent, which is then treated with a halogenating agent such as chlorine to introduce the halogen into the molecule.
- Acidic hydrolysis: The resulting compound is then hydrolyzed with an acid, such as hydrochloric acid, to produce the corresponding carboxylic acid.
- Alkylation: The carboxylic acid is then treated with a reactive alkylating agent, such as a primary or secondary alkyl halide, to introduce the alkyl group into the molecule.
- Hydrogenation: The resulting compound is then hydrogenated to reduce the amount of double bonds and to remove any unwanted functional groups.
- Deprotection: The last step in the synthesis of (12aR)-7-(hexyloxy)-3,4,12,12a-tetrahydro-1H-[1,4]benzoxazepine is the deprotection of the N-phenylpropargylamine group, which is accomplished by treating the compound with an acid or a base.
The purification of (12aR)-7-(hexyloxy)-3,4,12,12a-tetrahydro-1H-[1,4]benzoxazepine is typically done by column chromatography using a suitable stationary phase such as silica gel or alumina.
The use of high-performance liquid chromatography (HPLC) can also be used for purification, as well as to determine the purity of the synthesized compound.
In conclusion, the production process of (12aR)-7-(hexyloxy)-3,4,12,12a-tetrahydro-1H-[1,4]benzoxazepine is a complex and multi-step process that involves various chemical reactions and purification steps.
The key intermediate N-phenylpropargylamine is synthesized by Grignard reaction, followed by halogenation, alkylation, hydrogenation, and deprotection.
The final product is then purified by column chromatography or HPLC.