1,1,3,3-Tetramethyl-disiloxane → 1-(4-Ethyl-1-hexenyl)piperidine

HRID 1912087Notes

Reaction equation

HRID 1912087 reaction equation
[CH2:1]([CH:3]([CH2:14][CH3:15])[CH2:4][CH2:5][C:6]([N:8]1[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]1)=O)[CH3:2].C[SiH](C)O[SiH](C)C>C1(C)C=CC=CC=1>[CH2:14]([CH:3]([CH2:1][CH3:2])[CH2:4][CH:5]=[CH:6][N:8]1[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]1)[CH3:15]

Participants

4

Reactant 2

HCID 186591,1,3,3-Tetramethyl-disiloxaneHCID 711147404-Ethyl-1-piperidin-1-ylhexan-1-one

Product 1

HCID 866750471-(4-Ethyl-1-hexenyl)piperidineYield 177.5%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

4-Ethyl-1-piperidin-1-ylhexan-1-one (59.8 g) was dissolved in toluene (500 mL). To the solution was added (Ph3P)IrCl(CO) (95.9 mg). To the mixture was added 1,1,3,3-tetramethyldisiloxane (82.3 mL) in a water-bath. The mixture was stirred in a water-bath for 3 hr. The reaction mixture was concentrated in vacuo to give the title compound (98.1 g) as a crude product.

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-8bf1089138d643e2911dcbb0fad4c8bd
Source dataset
uspto-grants-2013_12
Patent number
US08604069B2

Reaction notes

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