Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzylamine | HCID 7504 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 1-(p-Methoxyphenyl)-2-propanone | HCID 31231 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | Isopropanol hydrochloride | HCID 21912024 | — |
| Reactant | Sodium Acetate Trihydrate | HCID 23665404 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 66916802 | HCID 66916802 | — |
Reaction Steps
4-Methoxy phenyl acetone (50 kg, 0.305 M), sodium acetate trihydrate (62 kg, 0.455 M) were charged in to the reactor containing acetic acid (170 kg,) and methanol (160 lit). The reaction mass was chilled to 0-5° C. Benzylamine (36 kg, 0.336 M) was added slowly into the reactor maintaining temperature between 0-5° C. After stirring for two hours at 0-5° C., the reaction mass was treated with sodium borohydride (25 kg, 0.657 M) maintaining temperature below 10° C. and was stirred further for 2 hours. The reaction mass was diluted with water (500 lit) and treated with a solution of sodium hydroxide (70 kg sodium hydroxide in 150 lit water) below 30° C. The reaction mass was extracted with methylene chloride twice (200 lit), washed with water and concentrated under reduced pressure. The residue obtained was dissolved in ethyl acetate (200 lit), cooled to 10-15° C. and the pH of reaction mass was adjusted to 1-2 with IPA+HCl. The solids were isolated by filtration, dried to yield title compound as hydrochloride salt. (50 Kg, 56.5%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09029421B2 |
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| Source dataset | uspto-grants-2015_05 |
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| ORD ID | ord-1562b07adaf744649bab6baab6c3f6de |
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| Source note | uspto-grants-2015_05 |
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