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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2393982Generated: October 30, 2026

Chlorotrimethylsilane → 3-Benzylsulfanyl-4-hydroxy-6-o-tolyl-pyran-2-one

https://huagongshe.com/reaction/2393982

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorotrimethylsilaneHCID 6397—
Reactant2-MethylacetophenoneHCID 11340—
ReactantLithium HexamethyldisilazideHCID 2733832—
Reactant[(Phenylmethyl)thio]propanedioic acidHCID 19596125—
SolventTetrahydrofuranHCID 8028—
Product3-Benzylsulfanyl-4-hydroxy-6-o-tolyl-pyran-2-oneHCID 54681279—

Reaction Steps

The title compound was prepared by Method A using 2'-methylacetophenone (0.712 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). 1H NMR (400 MHz, DMSO-d6) δ 2.34 (s, 3 H), 4.01 (s, 2 H), 6.32 (s, 1 H), 7.32 (m, 9H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05808062
Source datasetuspto-grants-1998_09
ORD IDord-831031bd179f463d89ea67a8e865d540
Source noteuspto-grants-1998_09