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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2228876Generated: October 30, 2026

Methyl but-2-ynoate → Methyl 2-methyl-4-trimethylsilyloxybenzoate

https://huagongshe.com/reaction/2228876

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl but-2-ynoateHCID 141019—
Reactant2-(Trimethylsiloxy)-1,3-cyclohexadieneHCID 4095656—
SolventTolueneHCID 1140—
ProductMethyl 2-methyl-4-trimethylsilyloxybenzoateHCID 2187973067.1%

Reaction Conditions

Temperature150 °C

Reaction Steps

A 50 mL round bottom flask equipped with magnetic stir bar and condenser was charged with 6.0 g of 2-trimethylsilyloxy-1,3-cyclohexadiene, 3.5 g methyl tetrolate in 3 mL dry toluene. The reaction was heated to 150° C. for 50 hours at which point 1H-NMR indicated no starting diene. The raction was concentrated in vacuo to provide 5.7 g (67%) methyl 2-methyl-4-trimethylsilyloxybenzoate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06417387B1
Source datasetuspto-grants-2002_07
ORD IDord-d4c6df2295084268930192d489305aa7
Source noteuspto-grants-2002_07