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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 611545Generated: October 25, 2026

2-Methoxyaniline → 4-Bromo-2-methoxyaniline

https://huagongshe.com/reaction/611545

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-MethoxyanilineHCID 7000—
Reactant2,4,4,6-Tetrabromocyclohexa-2,5-dienoneHCID 88433—
Product4-Bromo-2-methoxyanilineHCID 459257—

Reaction Steps

2-Methoxyaniline was brominated with 2,4,4,6-tetrabromo-2,5-cyclohexadien-1-one to give 4-bromo-2-methoxyaniline which was reacted with di-tert-butyldicarbonate in tetrahydrofuran to protect the amine group. The product was treated with butyllithium at -78° C. and then with trimethyltin chloride to give 4-tert-butoxycarbonylamino-3-methoxyphenyl trimethyl stannane.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06001839
Source datasetuspto-grants-1999_12
ORD IDord-81be778add174383838e4f6b692fb180
Source noteuspto-grants-1999_12