Myrcene → HCID 123918955, compound

HRID 1646841Notes

Reaction equation

[CH3:1][C:2]([CH3:10])=[CH:3][CH2:4][CH2:5][C:6]([CH:8]=[CH2:9])=[CH2:7].[C:11]1([SiH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.C1([SiH](CC(=CC)CCC=C(C)C)C2C=CC=CC=2)C=CC=CC=1>>[C:18]1([SiH:17]([C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH2:9][CH:8]=[C:6]([CH3:7])[CH2:5][CH2:4][CH:3]=[C:2]([CH3:10])[CH3:1])[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1

Participants

Reactant 3

HCID 31253Myrcene

HCID 69888Diphenylsilane

HCID 123951224HCID 123951224, compound

Product 1

HCID 123918955HCID 123918955, compoundYield 95%

Conditions

Temperature: 100 °C

Procedure

A mixture of 0.170 ml (1.0 mmol) of myrcene, 0.186 ml (1.2 mmol) of diphenylsilane, and 6.0 mg (0.01 mmol) of tetraethylammonium μ-hydridebis(pentacarbonylmolybdenum) was heated in a sealed tube at 100° C. for 24 hours while being stirred. GLC analysis of the reaction mixture revealed that 6-(diphenylsilyl)methyl-2-methyl-2,6-octadiene and 8-diphenylsilyl-2,6-dimethyl-2,6-octadiene were produced at a ratio of about 75:25 in a total yield of 95%. 6-(Diphenylsilyl)methyl-2-methyl-2,6-octadiene:

Sources & evidence

ORD record: ord-7d9ed478859d4ef09c5d7393484c8429
Source dataset: uspto-grants-1993_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05182246

Reaction notes

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