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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2351794Generated: October 27, 2026

Tributylstannane → trans-3-tert-Butyldimethylsilyloxy-1-tributylstannyl-1-octene

https://huagongshe.com/reaction/2351794

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTributylstannaneHCID 5948—
Reactanttert-Butyl(dimethyl)[(1-pentylprop-2-ynyl)oxy]silaneHCID 11791325—
Producttrans-3-tert-Butyldimethylsilyloxy-1-tributylstannyl-1-octeneHCID 10414672—

Reaction Steps

Irradiation of 3-(tert-butyldimethylsilyloxy)-1-octyne (48, 2.05 g, 8.53 mmol) and tributyltin hydride (2.30 mL, 8.53 mmol) under the conditions described above yielded 50: 1H NMR (CDCl3) δ 6.04 (d, J=19.0 Hz, 1H), 5.93 (dd, J1 =19.0 Hz, J2 =5.2 Hz, 1H), 4.04 (dd, J1 =6.1 Hz, J2 =5.6 Hz, 1H), 1.52, 1.34 (2m, 26H), 0.94 (m, 21H), 0.07 (s, 3H), 0.05 (s, 3H). 1H NMR analysis revealed that 50 was only 85% pure and presumably contained the same isomeric impurities as did 49.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04873360
Source datasetuspto-grants-1989_10
ORD IDord-273b7ad6dc6844a0ab32af35bd5b03d4
Source noteuspto-grants-1989_10