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

HRID 1247596Notes

Reaction equation

HRID 1247596 reaction equation
[CH2:1]([NH:4][C:5](=[O:11])[O:6][C:7]([CH3:10])([CH3:9])[CH3:8])[CH:2]=[CH2:3].[H-].[Na+].[CH2:14](I)[CH3:15]>CN1CCCC1=O>[CH2:1]([N:4]([CH2:14][CH3:15])[C:5](=[O:11])[O:6][C:7]([CH3:10])([CH3:9])[CH3:8])[CH:2]=[CH2:3]

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

The sub-titled compound was prepared from tert-butyl allylcarbamate (1.0 g), 60% sodium hydride (0.254 g), ethyl iodide (1.55 ml) and anhydrous N-methyl-2-pyrrolidinone (4 ml) by the method of Example 2(ii). The crude product was purified by chromatography on silica gel eluting with iso-hexane:ethyl acetate (19:1) to afford (0.53 g) of a colourless oil.

Workup

  1. customThe crude product was purified by chromatography on silica gel eluting with iso-hexane:ethyl acetate (19:1)

Sources & evidence

ORD record
ord-131ba4dbe4ac4d15a8eefeaa7d173146
Source dataset
uspto-grants-2006_10
Patent number
US07129246B2

Reaction notes

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