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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 436534Generated: November 1, 2026

3-t-Butyldimethylsiloxy-1-iodo-trans-1-octene → HCID 178506904, compound

https://huagongshe.com/reaction/436534

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-t-Butyldimethylsiloxy-1-iodo-trans-1-octeneHCID 10948597—
ReactantButyllithiumHCID 178418339—
SolventHexaneHCID 8058—
ProductHCID 178506904HCID 178506904—

Reaction Conditions

Temperature-78 °C

Reaction Steps

On the other hand, 442 mg (1.2 mmol) of 3-t-butyldimethylsiloxy-1-iodo-trans-1-octene was added to 2 ml of anhydrous hexane, and 1 ml (1.2 mmol) of a 1.2 M hexane solution of n-butyllithium was added. The mixture was stirred at -78° C for 30 minutes in an atmosphere of nitrogen to afford an anhydrous hexane solution of 3-t-butyldimethylsiloxy-1-lithio-trans-1-octene. The resulting solution was added dropwise to the anhydrous diethyl ether solution of copper pentylide prepared previously, and the mixture was stirred at -78° C for 30 minutes in an atmosphere of nitrogen to afford a solution of an organic copper lithium compound of the following formula ##STR20##

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04009196
Source datasetuspto-grants-1977_02
ORD IDord-6911f031cdb44f2ea4a2726d18cf5442
Source noteuspto-grants-1977_02