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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 613063Generated: October 27, 2026

Chlorotrimethylsilane → 4-Hydroxy-6-[4-(2-phenylethoxy)phenyl]-3-[(2-phenylethyl)thio]-2H-pyran-2-one

https://huagongshe.com/reaction/613063

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorotrimethylsilaneHCID 6397—
ReactantLithium HexamethyldisilazideHCID 2733832—
Reactant1-[4-(2-Phenylethoxy)phenyl]ethanoneHCID 13340057—
Reactant[(Phenylethyl)thio]propanedioic acidHCID 19596072—
SolventTetrahydrofuranHCID 8028—
Product4-Hydroxy-6-[4-(2-phenylethoxy)phenyl]-3-[(2-phenylethyl)thio]-2H-pyran-2-oneHCID 54681288—

Reaction Steps

The title compound was prepared by Method A using 4'-(2-phenylethoxy)acetophenone (1.21 g, 5.06 mmol), lithium bis(trimethylsilyl)amide (0.930 g, 5.56 mmol), chlorotrimethylsilane (0.705 mL, 5.56 mmol), THF (57 mL), and diethyl ester of [(2-phenylethyl)thio]propanedioic acid (1.00 g, 3.37 mmol). m.p. 103-106° C.; 1H NMR (400 MHz, DMSO-d6) δ2.76 (t, 2 H), 2.97 (t, 2 H), 3.06 (t, 2 H), 4.27 (t, 2 H), 6.67 (s, 1 H), 7.21 (m, 12 H), 7.73 (d, 2 H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06005103
Source datasetuspto-grants-1999_12
ORD IDord-628d09a31bf7412dbaf6bd898525f7da
Source noteuspto-grants-1999_12