Acetylene → 3-(Trimethylsilyl)propyl vinyl ether

HRID 1081969Notes

Reaction equation

HRID 1081969 reaction equation
[CH3:1][Si:2]([CH3:8])([CH3:7])[CH2:3][CH2:4][CH2:5][OH:6].[OH-].[K+].[CH:11]#[CH:12]>CS(C)=O>[CH:11]([O:6][CH2:5][CH2:4][CH2:3][Si:2]([CH3:8])([CH3:7])[CH3:1])=[CH2:12]

Participants

5

Reactant 3

HCID 6326AcetyleneHCID 14797Potassium HydroxideHCID 762131-Propanol, 3-(trimethylsilyl)-

Product 1

HCID 233633763-(Trimethylsilyl)propyl vinyl etherYield 96%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

In a similar manner to Example 1, 25 g (0.19 mol) of 3-(trimethylsilyl)propanol, 2.5 g of KOH and 25 g of DMSO were reacted at 80° C. with acetylene. 3-(Trimethylsilyl)propyl vinyl ether was obtained in 96% yield.

Sources & evidence

ORD record
ord-59e4293c63a04c8a88a6664dad1f4d7a
Source dataset
uspto-grants-1996_12
Patent number
US05587503

Reaction notes

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