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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 411887Generated: October 26, 2026

Chlorotrimethylsilane → Methyl 2,2,4-Trimethyl-3-silyloxypent-3-enecarboxylate

https://huagongshe.com/reaction/411887

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorotrimethylsilaneHCID 6397—
ReactantTetrahydrofuranHCID 8028—
Reactant2,2,4,4-Tetramethyl-1,3-cyclobutanedioneHCID 13617—
ReactantSodium MethoxideHCID 10942334—
ProductMethyl 2,2,4-Trimethyl-3-silyloxypent-3-enecarboxylateHCID 123759875—

Reaction Steps

84 g (0.6 mol) of 2,2,4,4-tetramethylcyclobutane-1,3-dione and 32.4 g (0.6 mol) of sodium methylate were mixed together in 320 ml of tetrahydrofuran. 65.1 g (0.6 mol) of trimethylsilyl chloride were added dropwise and the mixture was stirred. The reaction mixture was then concentrated and the residue was taken up with diethyl ether. The solid was filtered off with suction and the mother liquor was concentrated. Yield: 135 g (89%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06559343B1
Source datasetuspto-grants-2003_05
ORD IDord-018233e2db2a44b78cd771c96c80a5be
Source noteuspto-grants-2003_05