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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 613083Generated: October 25, 2026

Chlorotrimethylsilane → 6-(1,3-Benzodioxol-5-yl)-3-benzylsulfanyl-4-hydroxy-pyran-2-one

https://huagongshe.com/reaction/613083

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorotrimethylsilaneHCID 6397—
ReactantAcetopiperoneHCID 76622—
ReactantLithium HexamethyldisilazideHCID 2733832—
Reactant[(Phenylmethyl)thio]propanedioic acidHCID 19596125—
SolventTetrahydrofuranHCID 8028—
Product6-(1,3-Benzodioxol-5-yl)-3-benzylsulfanyl-4-hydroxy-pyran-2-oneHCID 54681179—

Reaction Steps

The title compound was prepared by Method A using 3',4'-(methylenedioxy)acetophenone (0.871 g, 5.31 mmol), lithium bis(trimethylsilyl)amide (0.977 g, 5.84 mmol), chlorotrimethylsilane (0.741 mL, 5.84 mmol), THF (58 mL), and diethyl ester of [(phenylmethyl)thio] propanedioic acid (1.00 g, 3.54 mmol). m.p. dec. 170° C.; 1H NMR (400 MHz, DMSO-d6) δ3.98 (s, 2 H), 6.13 (s, 2 H), 6.61 (s, 1 H), 7.05 (d, 2 H), 7.27 (m, 7 H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06005103
Source datasetuspto-grants-1999_12
ORD IDord-01e1fba221c64f5aa5ba568fde84aeca
Source noteuspto-grants-1999_12