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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2303454Generated: November 1, 2026

2-Bromomethylnaphthalene → HCID 18461542, compound

https://huagongshe.com/reaction/2303454

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-BromomethylnaphthaleneHCID 70320—
ReactantHCID 556356HCID 556356—
ReactantLithium HexamethyldisilazideHCID 2733832—
SolventTetrahydrofuranHCID 8028—
ProductHCID 18461542HCID 18461542—

Reaction Steps

Analogously to the procedure of Example 1, the title compound was prepared from 0.31 g (2.5 mmol) of 3,3a,4,6a-tetrahydro-cyclopenta[b]furan-2-one, 2.5 ml of a 1 molar lithium bis-(trimethylsilyl)-amide solution in THF and 0.55 g (2.5 mmol) of 2-(bromomethyl)-naphthalene in 10 ml of THF. Yield: 498 mg (75.4%) of a pale yellow oil (Example 21). Diastereomer mixture: 94:6 (HPLC) MS (EI): m/e=264 [M+] The separation into the diastereomers and enantiomers is carried out using preparative HPLC: Example 22, 23, 24 and 25.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06433004B1
Source datasetuspto-grants-2002_08
ORD IDord-1da4ad93c1644315b4d3540854454bcf
Source noteuspto-grants-2002_08