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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1765817Generated: November 1, 2026

Dimethylformamide → (5-Tert-butyl-2-methyl-phenylethynyl)trimethyl-silane

https://huagongshe.com/reaction/1765817

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantTriethylamineHCID 8471—
ReactantTrimethylsilylacetyleneHCID 66111—
ReactantTrifluoro-methanesulfonic acid 5-tert-butyl-2-methyl-phenyl esterHCID 57424250—
SolventHexaneHCID 8058—
Product(5-Tert-butyl-2-methyl-phenylethynyl)trimethyl-silaneHCID 6907094169.6%

Reaction Steps

Following General Procedure D and using trifluoro-methanesulfonic acid 5-tert-butyl-2-methyl-phenyl ester (Intermediate 108, 0.28 g, 0.94 mmol), triethyl amine (3 mL), trimethylsilyl acetylene (1 mL, 7 mmol), N,N-dimethylformamide (6 mL) and dichlorobis(triphenylphosphine)palladium(11) (0.053 g, 0.076 mmol) followed by flash column chromatography over silica gel (230–400 mesh) using hexane as the eluent, the title compound (0.16 g, 69%) was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07226951B2
Source datasetuspto-grants-2007_06
ORD IDord-60c973f483f84c59b579c0ad5b85ce9d
Source noteuspto-grants-2007_06