Iodoethane → tert-Butyl ethyl(prop-2-en-1-yl)carbamate

HRID 2217808Notes

Reaction equation

HRID 2217808 reaction equation
[H-].[Na+].[CH2:3]([NH:6][C:7](=[O:13])[O:8][C:9]([CH3:12])([CH3:11])[CH3:10])[CH:4]=[CH2:5].[CH2:14](I)[CH3:15]>CN1CCCC1=O>[CH2:14]([N:6]([CH2:3][CH:4]=[CH2:5])[C:7](=[O:13])[O:8][C:9]([CH3:12])([CH3:11])[CH3:10])[CH3:15]

Participants

5

Reactant 3

HCID 6340IodoethaneHCID 24758Sodium hydrideHCID 4067274tert-butyl N-(prop-2-en-1-yl)carbamate

Product 1

HCID 71365398tert-Butyl ethyl(prop-2-en-1-yl)carbamate

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

Sodium hydride (60%, 0.25 g) was added to tert-butyl allylcarbamate (1.0 g) in anhydrous N-methylpyrrolidinone (4 ml) followed by ethyl iodide (1.6 ml). The crude product was purified by chromatography (SiO2, isohexane:ethyl acetate 19:1 as eluant) to afford the sub-title compound (0.53 g) as a colourless oil.

Workup

  1. customThe crude product was purified by chromatography (SiO2, isohexane:ethyl acetate 19:1 as eluant)

Sources & evidence

ORD record
ord-fb37e5e960534434a49a43f6252648c9
Source dataset
uspto-grants-2008_08
Patent number
US07408065B2

Reaction notes

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