Toluene → HCID 67036138, compound

HRID 1192980Notes

Reaction equation

HRID 1192980 reaction equation
[CH3:1][C:2]([O:17][Si:18]([CH3:21])([CH3:20])[CH3:19])([CH2:15][CH3:16])[C:3]#[C:4][Si:5]([CH3:14])([CH3:13])[CH2:6][CH2:7][SiH2:8][CH:9]=C(C)C.[Cl:22][C:23]1[CH:30]=[CH:29][C:26]([CH:27]=[CH2:28])=[CH:25][CH:24]=1.[C:31]1(C)C=CC=CC=1>>[CH3:1][C:2]([O:17][Si:18]([CH3:19])([CH3:20])[CH3:21])([CH2:15][CH3:16])[C:3]#[C:4][Si:5]([CH3:13])([CH3:14])[CH2:6][CH2:7][Si:8](/[CH:28]=[CH:27]/[C:26]1[CH:29]=[CH:30][C:23]([Cl:22])=[CH:24][CH:25]=1)([CH3:9])[CH3:31]

Participants

4

Reactant 3

HCID 1140TolueneHCID 140854-ChlorostyreneHCID 131731272HCID 131731272, compound

Product 1

HCID 67036138HCID 67036138, compound

Procedure

As in reaction conditions of Example XIX Step 2, to 1.81 mL of toluene, the 0.01 g carbonylchlorohydridebis(tricyclohexylphosphine)ruthenium(H) was added, and the reaction was carried out between the 1-{[3-methyl-3-(trimethylsiloxy)-1-pentynyl]dimethylsilyl}-2-(dimethylvinylsilyl)ethane obtained in Step 1 and 0.57 g 4-chlorostyrene. Product was separated under the purification conditions of Example XII. The product, 1-{[3-methyl-3-(trimethylsiloxy)-1-pentynyl]dimethylsilyl}-2-{[(E)-4-chlorostyryl]dimethylsilyl)ethane, was obtained with a total yield of 82% pure product in the form of an oily, yellow liquid.

Workup

  1. customAs in reaction conditions of Example XIX Step 2
  2. customProduct was separated under the purification conditions of Example XII

Sources & evidence

ORD record
ord-cde1d267ddde41ada6e52739bf420116
Source dataset
uspto-grants-2014_03
Patent number
US08680310B2

Reaction notes

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