Pyrrolidine → 1-(Pyrrolidin-1-yl)cyclopropanecarbonitrile

HRID 2403155Notes

Reaction equation

HRID 2403155 reaction equation
C(O[C:4]1(O[Si](C)(C)C)[CH2:6][CH2:5]1)C.[NH:12]1[CH2:16][CH2:15][CH2:14][CH2:13]1.C[Si]([C:21]#[N:22])(C)C.CCCCCCC.C(OCC)(=O)C>C(OCC)(=O)C>[N:12]1([C:4]2([C:21]#[N:22])[CH2:5][CH2:6]2)[CH2:16][CH2:15][CH2:14][CH2:13]1

Participants

6

Reactant 4

HCID 31268PyrrolidineHCID 82115Trimethylsilyl cyanideHCID 2734686(1-Ethoxycyclopropoxy)trimethylsilaneHCID 21899848Ethylacetate heptane

Product 1

HCID 223251461-(Pyrrolidin-1-yl)cyclopropanecarbonitrile

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

The reaction of (1-ethoxycyclopropoxy)trimethylsilane 13 and pyrrolidine 14D with trimethylsilylcyanide yielded after column chromatography with a gradient of heptane/ethyl acetate (v:v 4:1) to ethyl acetate as solvent 1-(pyrrolidin-1-yl)cyclopropanecarbonitrile as a yellow oil (quant.).

Sources & evidence

ORD record
ord-a426fd4d7e404adf9e1831a8b55033dc
Source dataset
uspto-grants-2014_08
Patent number
US08802665B2

Reaction notes

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