HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 57635Generated: October 25, 2026
4-Bromoaniline, N-BOC protected → Benzenamine, 4-bromo-N-methyl-
https://huagongshe.com/reaction/57635
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 4-Bromoaniline, N-BOC protected | HCID 2773608 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Benzenamine, 4-bromo-N-methyl- | HCID 2757052 | 55.9% |
Reaction Steps
Tert-butyl 4-bromophenylcarbamate (5.5 g, 20.21 mmol) was dissolved in THF, Lithium aluminum hydride (2.301 g, 60.63 mmol) was added and it was stirred at 60° C. overnight. Then it was quenched by EA, followed by H2O, concentrated and CH2Cl2 and 1M NaOH was added in, washed with CH2Cl2, extracted with CH2Cl2, dried over Na2SO4, concentrated, purified by flash chromatography (PE: EA=40:3) to give 2.1 g yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09434726B2 |
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| Source dataset | uspto-grants-2016_09 |
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| ORD ID | ord-1a98748a24e242b1a8f1df327b5aa963 |
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| Source note | uspto-grants-2016_09 |
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