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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 514021Generated: October 31, 2026

Dimethylamine → (S)-ethyl 2-tert-butoxy-2-(1-(4-chlorophenyl)-3-((dimethyl-amino)methyl)naphthalen-2-yl)acetate

https://huagongshe.com/reaction/514021

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylamineHCID 674—
Reactant(S)-ethyl 2-(3-(bromomethyl)-1-(4-chlorophenyl)naphthalen-2-yl)-2-tert-butoxyacetateHCID 68085819—
SolventTetrahydrofuranHCID 8028—
Product(S)-ethyl 2-tert-butoxy-2-(1-(4-chlorophenyl)-3-((dimethyl-amino)methyl)naphthalen-2-yl)acetateHCID 68086084—

Reaction Steps

To a solution of (S)-ethyl 2-(3-(bromomethyl)-1-(4-chlorophenyl)naphthalen-2-yl)-2-tert-butoxyacetate (12 mg, 0.0245 mmol) in THF (1 mL) was added dimethylamine (2 M in THF, 0.12 μL). The reaction mixture was stirred at room temperature for 1 h. Removal of the solvent in vacuo followed by purification of the residue by flash chromatography (silica gel, ethyl acetate/hexanes) provided 8 mg of the desired product. LCMS-ESI+ (m/z): [M+H]+ calcd for C27H33ClNO3: 454.2. Found: 454.2, 456.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09102614B2
Source datasetuspto-grants-2015_08
ORD IDord-c656164b76554c5d9c1a86d44dded02d
Source noteuspto-grants-2015_08