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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1531468Generated: October 31, 2026

p-Toluidine → HCID 178426070, compound

https://huagongshe.com/reaction/1531468

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-ToluidineHCID 7813—
ReactantSodium hydrideHCID 24758—
ReactantPotassium hydrideHCID 82127—
Reactant1,2,3,4-TetramethylcyclopentadieneHCID 138163—
SolventTetrahydrofuranHCID 8028—
ProductHCID 178426070HCID 178426070—

Reaction Conditions

Temperature25 °C

Reaction Steps

Potassium hydride (containing mineral oil; the content of sodium hydride: 35%) (3.00 g) was suspended in tetrahydrofuran (18 ml), and then 4-methylaniline (0.056 g) was dropwise added to the suspension at 10° C., followed by stirring for 10 minutes. Thereafter, the solution of tetramethylcyclopentadiene (1.22 g) dissolved in tetrahydrofuran (6 ml) was dropwise added to the suspension, and heated to 25° C., followed by stirring for one hour. Thus, tetramethylcyclopentadienylpotassium was obtained. To this solution, the solution of (2-allyloxy-3-tert.-butyl-5-methylphenyl)chlorodimethylsilane (3.99 g; purity: 70.7%; pure compound: 2.82 g) dissolved in tetrahydrofuran (3 ml) was dropwise added, followed by stirring for one hour.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06197990B1
Source datasetuspto-grants-2001_03
ORD IDord-50115ddca2774080b32a4f2dcac5599f
Source noteuspto-grants-2001_03