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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1071343Generated: November 3, 2026

4-[(trimethylsilyl)ethynyl]benzyl tert-butyldiphenylsilyl Ether → 4-[(Z)-(5,5-Dimethyl-8-p-tolyl-5,6-dihydronaphthalen-2-yl)trimethylsilanylvinyl]-benzyl Alcohol

https://huagongshe.com/reaction/1071343

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-[(trimethylsilyl)ethynyl]benzyl tert-butyldiphenylsilyl EtherHCID 10297175—
Reactant6-Bromo-1,1-dimethyl-4-p-tolyl-1,2-dihydronaphthaleneHCID 10687622—
Product4-[(Z)-(5,5-Dimethyl-8-p-tolyl-5,6-dihydronaphthalen-2-yl)trimethylsilanylvinyl]-benzyl AlcoholHCID 23382403—

Reaction Steps

Following General Procedure A, 4-[(trimethylsilyl)ethynyl]benzyl tert-butyldiphenylsilyl ether and 6-bromo-1,1-dimethyl-4-p-tolyl-1,2-dihydronaphthalene (prepared as described in Klein, et al., U.S. Pat. No. 5,952,345) were coupled to give the title compound (Compound 23). PNMR (300 MHz, CDCl3): δ0.13 (s, 9H), 1.47 (s, 6H), 2.48 (d, J=4.4 Hz, 2H), 2.54 (s, 3H), 4.82 (d, J=6.1 Hz, 2H), 6.10 (t, J=4.4 Hz, 1H), 7.00 (d, J=2.2 Hz, 1H), 7.18 (dd, J=2.2, 7.9 Hz, 1H), 7.30-7.45 (m, 10H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06906057B1
Source datasetuspto-grants-2005_06
ORD IDord-455c8ee6edd44ad983f93d4cc1059c32
Source noteuspto-grants-2005_06