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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2075965Generated: October 31, 2026

MAGNESIUM SILICATE (synthetic) → 3-(4-Benzyloxy-5-methoxy-2-triisopropylsilanylsulfanyl-phenyl)-5-methyl-[1,2,4]oxadiazole

https://huagongshe.com/reaction/2075965

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMAGNESIUM SILICATE (synthetic)HCID 61680—
ReactantSodium bis(trimethylsilyl)amideHCID 2724254—
ReactantTris(propan-2-yl)silanethiolHCID 3435097—
ReactantBis[2-(diphenylphosphino)phenyl] etherHCID 4285986—
Reactant3-(4-Benzyloxy-2-iodo-5-methoxyphenyl)-5-methyl-[1,2,4]oxa-diazoleHCID 50898861—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventTolueneHCID 1140—
Product3-(4-Benzyloxy-5-methoxy-2-triisopropylsilanylsulfanyl-phenyl)-5-methyl-[1,2,4]oxadiazoleHCID 67096445—

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 3-(4-benzyloxy-2-iodo-5-methoxyphenyl)-5-methyl-[1,2,4]oxadiazole (reference example 4-1) (0.7 g), triisopropylsilanethiol (0.391 mL), tris(dibenzylidene-acetone)dipalladium (0) (152 mg), (oxydi-2,1-phenylene)bis-(diphenylphosphine) (90 mg), sodium bis(trimethylsilyl)amide (1.0 mol/L tetrahydrofuran solution, 0.39 mL) and toluene (20 mL) was stirred at 80° C. for 2 hours under an argon atmosphere. After cooling to room temperature, Florisil (registered mark) (1 g) was added to the mixture. After stirring for 10 minutes, the mixture was passed through a layer of Celite (registered mark). The filtrate was concentrated under reduced pressure to give 3-(4-benzyloxy-5-methoxy-2-triisopropylsilanylsulfanyl-phenyl)-5-methyl-[1,2,4]oxadiazole.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07923462B2
Source datasetuspto-grants-2011_04
ORD IDord-851bffeee6d046768f46b363f4c50a82
Source noteuspto-grants-2011_04