3-Chloro-1-propyne → HCID 86622520, compound

HRID 1865139Notes

Reaction equation

HRID 1865139 reaction equation
[CH2:1]([Cl:4])[C:2]#[CH:3].[CH2:5]([O:7][SiH:8]([O:12][CH2:13][CH3:14])[O:9][CH2:10][CH3:11])[CH3:6]>C([Si](C)(C)O[Si](C=C)(C)C)=C.[Pt]>[Cl:4][CH2:1][CH:2]=[CH:3][Si:8]([O:12][CH2:13][CH3:14])([O:9][CH2:10][CH3:11])[O:7][CH2:5][CH3:6]

Participants

4

Reactant 2

HCID 122213-Chloro-1-propyneHCID 13830Triethoxysilane

Product 1

HCID 86622520HCID 86622520, compound

Reagents, catalysts & solvents 1

HCID 10959889Platinum(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxaneCatalyst

Procedure

A 250 ml 3-neck round-bottom flask was equipped with a reflux condenser, addition funnel and stir bar. Propargyl chloride (50 g, 0.671 mol) and 0.15 g of Platinum (0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex (3% Weight in xylenes) were added to the flask. Triethoxysilane (115.6 g, 0.705 mol) was added dropwise from the addition funnel to the reaction mixture. The flask quickly became warm. After the completion of addition, the flask was kept at 100° C. for one hour. The final product 103 g was purified by distillation (108° C./49 mmHg) as a mixture of isomers. NMR showed a ratio of 1:0.13 of the two isomers.

Workup

  1. customA 250 ml 3-neck round-bottom flask was equipped with a reflux condenser, addition funnel
  2. temperatureThe flask quickly became warm
  3. additionAfter the completion of addition
  4. distillationThe final product 103 g was purified by distillation (108° C./49 mmHg) as a mixture of isomers

Sources & evidence

ORD record
ord-0b25a40f5f924c3c94eb04ff46561aa9
Source dataset
uspto-grants-2009_12
Patent number
US07625965B2

Reaction notes

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