Triethylsilane → HCID 54137354, compound

HRID 1646840Notes

Reaction equation

[CH3:1][C:2]([CH3:10])=[CH:3][CH2:4][CH2:5][C:6]([CH:8]=[CH2:9])=[CH2:7].[CH2:11]([SiH:13]([CH2:16][CH3:17])[CH2:14][CH3:15])[CH3:12].C([Si](CC(=CC)CCC=C(C)C)(CC)CC)C>>[CH2:11]([Si:13]([CH2:16][CH3:17])([CH2:14][CH3:15])[CH2:9][CH:8]=[C:6]([CH3:7])[CH2:5][CH2:4][CH:3]=[C:2]([CH3:10])[CH3:1])[CH3:12]

Participants

Reactant 3

HCID 12052Triethylsilane

HCID 31253Myrcene

HCID 53851297HCID 53851297, compound

Product 1

HCID 54137354HCID 54137354, compoundYield 91%

Conditions

Temperature: 100 °C

Procedure

A mixture of 0.170 ml (1.0 mmol) of myrcene, 0.192 ml (1.2 mmol) of triethylsilane, and 5.2 mg (0.01 mmol) of tetraethylammonium μ-hydridebis(pentacarbonylchromium) was heated in a sealed tube at 100° C. for 60 hours while being stirred. GLC analysis of the reaction mixture revealed that 6-(triethylsilyl)methyl-2-methyl-2,6-octadiene and 8-triethylsilyl-2,6-dimethyl-2,6-octadiene were produced at a ratio of about 7:3 in a yield of 91%. 6-(Triethylsilyl)methyl-2-methyl-2,6-octadiene:

Sources & evidence

ORD record: ord-f256ed59f6784305901ad7633adb404b
Source dataset: uspto-grants-1993_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05182246

Reaction notes

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