HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 404571Generated: October 26, 2026
Water → 4-Bromo-3-[(dimethylamino)methyl]aniline
https://huagongshe.com/reaction/404571
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | 5-amino-2-bromo-N,N-dimethylbenzamide | HCID 61944480 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-Bromo-3-[(dimethylamino)methyl]aniline | HCID 68109693 | — |
Reaction Steps
At 0° C., LAH (1.5 g 40 mmol) was added slowly in several portions into a suspension of 5-amino-2-bromo-N,N-dimethylbenzamide (compound 26) (3.1 g, 12.7 mmol) in THF. The reaction mixture was stirred at 0° C. for 2 hours. Then at 0° C. water was added dropwise to the reaction solution slowly until there was no bubble forming in the reaction. After ethyl acetate was added, the reaction mixture was stirred for 30 minutes. The mixture was filtered, washed three times with ethyl acetate. The solvent was evaporated to give a crude product, which can be directly used for the next step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08748610B2 |
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| Source dataset | uspto-grants-2014_06 |
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| ORD ID | ord-7763394fb9314cf2ad69a20062477182 |
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| Source note | uspto-grants-2014_06 |
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