Diethyl Ether → HCID 178506815, compound

HRID 342165Notes

Reaction equation

HRID 342165 reaction equation
[CH2:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[CH:2]1.C(OCC)C.C([Li:19])CCC>O1CCCC1>[CH:1]1([Li:19])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[CH:2]1

Participants

5

Procedure

Ten mL (85.7 mmol) of indene, which is a (cyclopentacarbyl) compound, was added to a container that contained 150 mL of diethyl ether and 15 mL of tetrahydrofuran to form a first mixture. This first mixture was then reacted with 53.6 mL (85.7 mmol) of n-butyllithium (1.6M in hexane) to form indenyllithium, which is a (cyclopentacarbyl) metal compound. This reaction took place at -78° C. A yellow solution was formed. This yellow solution was then stirred at room temperature (about 25° C.) for four hours and then cooled again to about -78° C. An equivalent quantity of (dimethyl) (chloro) (5-hexenyl) silane compound, prepared in Example One, was added dropwise to the yellow solution to form a second mixture. This second mixture was then stirred overnight at room temperature (about 25 ° C.). Thereafter, this second mixture was then hydrolyzed with 50 mL of water to form two phases, an organic phase and a water phase. The organic phase was dried over sodium sulfate and then the solvent was evaporated under a vacuum to produce a third mixture. This third mixture was then distilled using a high vacuum (10-2 torr) to obtain a product. The product obtained was (dimethyl) (5-hexenyl) (1-indene) silane, which is an (organo) (omega-alkenyl) (cyclopentacarbyl) silane compound.

Workup

  1. additionwas added to a container that
  2. customto form a first mixture

Sources & evidence

ORD record
ord-9840213bd7384970a00167eafcce2307
Source dataset
uspto-grants-1999_01
Patent number
US05856547

Reaction notes

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