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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1450013Generated: October 25, 2026

Methyldichlorosilane → 2,2'-Bis((diphenylphosphaneyl)methyl)-1,1'-binaphthalene

https://huagongshe.com/reaction/1450013

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyldichlorosilaneHCID 6376—
ReactantTributylamineHCID 7622—
Reactant2,2'-Bis(diphenylphosphinylmethyl)-1,1'-binaphthylHCID 10952532—
SolventO-XyleneHCID 7237—
Product2,2'-Bis((diphenylphosphaneyl)methyl)-1,1'-binaphthaleneHCID 10952407—

Reaction Steps

409.7 g (0.6 mol) of 2,2'-bis(diphenylphosphinylmethyl)-1,1'-binaphthyl are suspended in 1.5 1 of xylene and 715 ml (3.0 mol) of tri-n-butylamine in the absence of air and moisture, and 345.1 g (3.0 mol) of methyldichlorosilane are added dropwise with stirring. The mixture is then refluxed for 12 hours to give a clear solution. Xylene is distilled off at atmospheric pressure, and the mixture is allowed to cool with stirring. This results in the formation of 2,2'-bis(diphenylphosphinomethyl)-1,1'-binaphthyl as a colorless solid, which is filtered off under an inert gas and washed with 200 ml of degassed acetone. 378 g (97%) of colorless crystals of melting point 160° to 161° C. are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05600006
Source datasetuspto-grants-1997_02
ORD IDord-bd35cf771f5b46d3a4a0ab09e3c12849
Source noteuspto-grants-1997_02