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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2180603Generated: November 1, 2026

Triethyl 2-fluoro-2-phosphonoacetate → ethyl (2E)-3-(4-bromo-3-ethoxy-8-isopropyl-5,5-dimethyl-5,6-dihydro-naphthalen-2-yl)-2-fluoro-but-2-enoate

https://huagongshe.com/reaction/2180603

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethyl 2-fluoro-2-phosphonoacetateHCID 2734865—
ReactantHCID 22490930HCID 22490930—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
Productethyl (2E)-3-(4-bromo-3-ethoxy-8-isopropyl-5,5-dimethyl-5,6-dihydro-naphthalen-2-yl)-2-fluoro-but-2-enoateHCID 86597852—

Reaction Steps

As described in General Procedure F-1, 1-(4-bromo-3-ethoxy-8-isopropyl-5,5-dimethyl-5,6-dihydro-naphthalen-2-yl)-ethanone (Compound A-109, 1.08 g, 2.96 mmol) and triethyl 2-fluoro-2-phosphonoacetate (2.86 g, 11.84 mmol) were reacted with n-butyllithium (1.6 M in hexanes, 7.4 mL, 11.84 mmol) in THF to produce the title compound after purification by flash column chromatography (silica gel, 2% ethyl acetate in hexane).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06887896B1
Source datasetuspto-grants-2005_05
ORD IDord-e0af3db43d5e4cc58aba3c10a782bee2
Source noteuspto-grants-2005_05