HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2069079Generated: October 30, 2026
Hydrochloric Acid → 2-(3-Bromo-5-methoxyphenyl)ethan-1-amine
https://huagongshe.com/reaction/2069079
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 2-(3-Bromo-5-methoxyphenyl)acetonitrile | HCID 21242965 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 2-(3-Bromo-5-methoxyphenyl)ethan-1-amine | HCID 10609476 | — |
Reaction Steps
A borane-tetrahydrofuran complex (1 M, 73.6 mL) was added to a THF (36.8 mL) solution of Intermediate 3 at room temperature and the resulting mixture was stirred to reflux at 80° C. for 2 hours. Methanol (26 mL) and 1 N hydrochloric acid (26 mL) were added to the reaction mixture solution and the resulting mixture was stirred at room temperature for 1 hour. The resulting mixture was neutralized with 1 N aqueous sodium hydroxide solution followed by the addition of ethyl acetate (100 mL) to extract the reaction mixture, the organic layer was dried, and then the solvent was evaporated under reduced pressure to give the title compound (8.76 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08299055B2 |
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| Source dataset | uspto-grants-2012_10 |
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| ORD ID | ord-311631ca28cd4032830eee9f6352f8bd |
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| Source note | uspto-grants-2012_10 |
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