Tetrahydrofuran → (3-Tert-butyl-2-methoxy-5-ethylphenyl)dimethyl(tetramethylcyclopentadienyl)silane

HRID 634880Notes

Reaction equation

HRID 634880 reaction equation
[C:1]([C:5]1[C:6]([O:16][CH3:17])=[C:7]([Si:12](Cl)([CH3:14])[CH3:13])[CH:8]=[C:9]([CH3:11])[CH:10]=1)([CH3:4])([CH3:3])[CH3:2].[CH3:18][C:19]1[CH:23]([Li])[C:22]([CH3:25])=[C:21]([CH3:26])[C:20]=1[CH3:27].O1CCC[CH2:29]1>>[C:1]([C:5]1[C:6]([O:16][CH3:17])=[C:7]([Si:12]([CH3:14])([CH3:13])[C:22]2([CH3:25])[CH:23]=[C:19]([CH3:18])[C:20]([CH3:27])=[C:21]2[CH3:26])[CH:8]=[C:9]([CH2:11][CH3:29])[CH:10]=1)([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 3

HCID 8028TetrahydrofuranHCID 11032947(2-Methoxy-3-tert-butyl-5-methylphenyl)chlorodimethylsilane2×HCID 178506838Lithium tetramethylcyclopentadienide

Product 1

HCID 131722375(3-Tert-butyl-2-methoxy-5-ethylphenyl)dimethyl(tetramethylcyclopentadienyl)silane

Procedure

To a solution of (3-tert-butyl-2-methoxy-5-methylphenyl)chlorodimethylsilane (5.24 g) synthesized in the above (3) and tetrahydrofuran (50 ml), tetramethylcyclopentadienyl lithium (2.73 g) was added at −35° C. and the mixture was heated to room temperature over 2 hours, followed by stirring at room temperature for 10 hours.

Workup

  1. additionwas added at −35° C.

Sources & evidence

ORD record
ord-440b0fd3f3e74778924a7df8cc9b24b5
Source dataset
uspto-grants-2001_02
Patent number
US06184319B2

Reaction notes

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