3-Methylpiperidine → HCID 86762593, compound

HRID 2403154Notes

Reaction equation

HRID 2403154 reaction equation
C(O[C:4]1(O[Si](C)(C)C)[CH2:6][CH2:5]1)C.[CH3:12][CH:13]1[CH2:18][CH2:17][CH2:16][NH:15][CH2:14]1.C[Si]([C:23]#[N:24])(C)C.CCCCCCC.C(OCC)(=O)C>C(OCC)(=O)C>[CH3:12][CH:13]1[CH2:18][CH2:17][CH2:16][N:15]([C:4]2([C:23]#[N:24])[CH2:5][CH2:6]2)[CH2:14]1

Participants

6

Reactant 4

HCID 790813-MethylpiperidineHCID 82115Trimethylsilyl cyanideHCID 2734686(1-Ethoxycyclopropoxy)trimethylsilaneHCID 21899848Ethylacetate heptane

Product 1

HCID 86762593HCID 86762593, compoundYield 79%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

The reaction of (1-ethoxycyclopropoxy)trimethylsilane 13 and 3-methylpiperidine 14B with trimethylsilylcyanide yielded after column chromatography with a gradient of heptane/ethyl acetate (v:v 4:1) to ethyl acetate as solvent 1-(3-methylpiperidin-1-yl)cyclopropanecarbonitrile as a colorless oil (79%). MS ISP (m/e): 165.2 (100) [(M+H)]+.

Sources & evidence

ORD record
ord-9312e3c16c7644329ab23b379c01429b
Source dataset
uspto-grants-2014_08
Patent number
US08802665B2

Reaction notes

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