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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1843976Generated: November 1, 2026

Chlorotrimethylsilane → 3,4-Dichlorophenethylamine

https://huagongshe.com/reaction/1843976

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorotrimethylsilaneHCID 6397—
ReactantLithium borohydrideHCID 4148881—
Reactant1,2-Dichloro-4-[(E)-2-nitroethenyl]benzeneHCID 5372259—
SolventTetrahydrofuranHCID 8028—
Product3,4-DichlorophenethylamineHCID 21795898%

Reaction Steps

Using an analogous procedure and workup as described for the preparation of intermediate I-15b, (E)-1,2-dichloro-4-(2-nitrovinyl)benzene (I-55a: 6.2 g, 28.97 mmol) in dry THF (62 mL) was reacted with LiBH4 (2.52 g, 115.887 mmol) and chlorotrimethylsilane (25.17 g, 231.768 mmol) at 0° C. The resulting mixture was stirred at room temperature for 40 hours to afford 5.3 g of the product (98% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08946260B2
Source datasetuspto-grants-2015_02
ORD IDord-facaad2d037247c1b2d460ade0510a58
Source noteuspto-grants-2015_02