Tetrahydrofuran → 1-Chloro-1-phenyl-1-silacyclopentane

Reaction equation

Br[CH2:2][CH2:3][CH2:4][CH2:5]Br.[C:7]1([CH2:13][SiH:14]([Cl:16])Cl)[CH:12]=[CH:11]C=CC=1.[Mg].O1CC[CH2:20][CH2:19]1>>[C:2]1([Si:14]2([Cl:16])[CH2:11][CH2:12][CH2:7][CH2:13]2)[CH:20]=[CH:19][CH:5]=[CH:4][CH:3]=1

Participants

Reactant 4

HCID 8028Tetrahydrofuran2×

HCID 80561,4-Dibromobutane

HCID 5462224Magnesium

HCID 101943102Benzyldichlorosilane

Product 1

HCID 112410331-Chloro-1-phenyl-1-silacyclopentane

Procedure

A mixture of 25 parts of 1,4-dibromobutane and 50 parts of tetrahydrofuran was added dropwise over a period of 2 hours to a mixture of 200 parts of tetrahydrofuran, 80 parts phenylmethyldichlorosilane, and 25 parts of magnesium turnings. The reaction solution was heated under reflux for 1 hour, and the magnesium salt was then removed by filtration. Vacuum distillation of the filtrate subsequently yielded 20 parts 1-phenyl-1-chlorosilacyclopentane.