Tert-butyldimethyl((4-(prop-1-yn-1-yl)benzyl)oxy)silane → HCID 86690144, compound

HRID 2405648Notes

Reaction equation

HRID 2405648 reaction equation
[C:1]([Si:5]([CH3:18])([CH3:17])[O:6][CH2:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]#[C:15][CH3:16])=[CH:10][CH:9]=1)([CH3:4])([CH3:3])[CH3:2].[H][H]>C(OCC)(=O)C.[Pd]>[C:1]([Si:5]([CH3:18])([CH3:17])[O:6][CH2:7][C:8]1[CH:13]=[CH:12][C:11]([CH2:14][CH2:15][CH3:16])=[CH:10][CH:9]=1)([CH3:3])([CH3:4])[CH3:2]

Participants

5

Reactant 2

HCID 86690143Tert-butyldimethyl((4-(prop-1-yn-1-yl)benzyl)oxy)silaneHCID 178418361HCID 178418361, compound

Product 1

HCID 86690144HCID 86690144, compoundYield 98%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

tert-butyldimethyl((4-(prop-1-yn-1-yl)benzyl)oxy)silane (252 mg, 0.968 mmol) was dissolved in 20 mL of ethyl acetate, and then passed through H-Cube apparatus equipped with 10% Pd/C catridge under 20 bar of hydrogen pressure at a speed of 0.5 mL/min. The solution thus passed was concentrated by distillation under reduced pressure to obtain 251 mg (0.949 mmol, 98%) of the desired compound.

Workup

  1. concentrationThe solution thus passed was concentrated by distillation under reduced pressure

Sources & evidence

ORD record
ord-157e01019ea5428183197a72af99139c
Source dataset
uspto-grants-2014_08
Patent number
US08809012B2

Reaction notes

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