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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 27875Generated: October 30, 2026

Toluene → 4-(2-Pyridylmethyl)-2,2,6,6-tetramethyl-1-oxa-4-aza-2,6-disilacyclohexane

https://huagongshe.com/reaction/27875

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
Reactant2-PyridinemethanamineHCID 19509—
Reactant1,3-Bis(iodomethyl)-1,1,3,3-tetramethyldisiloxaneHCID 256681—
SolventWaterHCID 962—
Product4-(2-Pyridylmethyl)-2,2,6,6-tetramethyl-1-oxa-4-aza-2,6-disilacyclohexaneHCID 23340292—

Reaction Steps

To 41.4 g. (0.1 mole) of 1,3-bis-iodomethyl-1,1,3,3-tetramethyl-disiloxane there is added dropwise with stirring 32.4 g. (0.3 mole) of 2-aminomethyl-pyridine while maintaining the temperature at 20° C. Stirring is continued at room temperature for 24 hours. The now heterogeneous mixture is combined with approximately 0.5 l. of toluene followed by approximately 0.5 l. of water. The equilibrated aqueous phase is then extracted with two 100 ml. portions of toluene. The combined organic phase is then washed twice with approximately 100 ml. of water to give 4-(2-pyridylmethyl)-2,2,6,6-tetramethyl-1-oxa-4-aza-2,6-disilacyclohexane as the crude free base.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04224317
Source datasetuspto-grants-1980_09
ORD IDord-88eb27fe145143528c64dd0096180b8c
Source noteuspto-grants-1980_09