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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1843934Generated: November 3, 2026

Ethyl Acetate → 1-[4-(Trifluoromethyl)phenyl]propan-2-amine

https://huagongshe.com/reaction/1843934

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantAluminium lithium hydrideHCID 21226445—
ReactantHCID 66801851HCID 66801851—
SolventTetrahydrofuranHCID 8028—
SolventHexaneHCID 8058—
Product1-[4-(Trifluoromethyl)phenyl]propan-2-amineHCID 12150299.8%

Reaction Conditions

Temperature70 °C

Reaction Steps

1-(2-Nitro-propenyl)-4-trifluoromethyl-benzene (I-43a: 2.85 g, 12.33 mmol) was reacted with LiAlH4 (1.87 g, 49.31 mmol) in dry THF (40 mL). The resulting mixture was refluxed for 5 hours at 70° C. The reaction was monitored by TLC (20% ethylacetate in hexane). The reaction mass was cooled to 0° C., quenched with 10% NaOH solution (2 mL) and stirred for 20 minutes. The precipitated solid was filtered, washed with DCM and concentrated under reduced pressure to afford 2.5 g of the crude product which was used for the next step without further purification. LCMS: m/z=204.1 (M+1)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08946260B2
Source datasetuspto-grants-2015_02
ORD IDord-d22a5849050b49969abf17bf24d9eec7
Source noteuspto-grants-2015_02