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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 586020Generated: October 31, 2026

Ethyl Acetate → 3-Bromo-4-(trifluoromethyl)benzenemethanamine

https://huagongshe.com/reaction/586020

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodium HydroxideHCID 14798—
ReactantAluminium lithium hydrideHCID 21226445—
Reactant3-Bromo-4-(trifluoromethyl)benzamideHCID 22337673—
SolventDiethyl EtherHCID 3283—
SolventTetrahydrofuranHCID 8028—
Product3-Bromo-4-(trifluoromethyl)benzenemethanamineHCID 22337652—

Reaction Conditions

Temperature0 °C

Reaction Steps

LiAlH4 (0.906 g, 23.9 mmol) was suspended in 60 mL of dry THF and cooled to 0° C. The mixture was treated with the product from Example 243B (3.2 g, 11.9 mmol) in THF (10 mL) dropwise with stirring. After 20 minutes, the mixture was warmed to room temperature 12 hours and treated in succession with ethyl acetate (2 mL), NaOH (50%, 5 mL), and diethyl ether (100 mL). The organic phase decanted, dried (Na2SO4), filtered and the filtrate was concentrated under reduced pressure to provide the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06933311B2
Source datasetuspto-grants-2005_08
ORD IDord-1716085d81484645a245afb76626e37d
Source noteuspto-grants-2005_08