Reaktion #4214
ord-b1182f573e4048b888b6653ec0ae28f6
Reaktionsgleichung
N-(2-Oxo-1-imidazolidinyl)carbamic acid, 1,1-dimethylethyl ester
pyridine
bromoacetyl bromide
→
title compound
N-[3-(Bromoacetyl)-2-oxo-1-imidazolidinyl]-carbamic acid, 1,1-dimethylethyl ester
Reagenzien
Keine
Lösungsmittel
Reaktionsbedingungen
Temperatur
0°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.
Aufarbeitung
- 1SonstigeThe solution was evaporated in vacuo
- 2Sonstigeto give a yellow oil
- 3SonstigeThe oil was chromatographed on silica gel (~300 g)
- 4Wascheneluting with 10% ethyl acetate/dichloromethane
- 5Sonstigeevaporated in vacuo
Vorschrift
N-(2-Oxo-1-imidazolidinyl)carbamic acid, 1,1-dimethylethyl ester (12.0 g, 0.06 mmol) was dissolved in dichloromethane (75 ml) containing pyridine (5.2 g, 0.066 mol). The solution was cooled to 0° C. and treated slowly with bromoacetyl bromide (13.3 g, 0.066 mol). The solution was evaporated in vacuo to give a yellow oil. The oil was chromatographed on silica gel (~300 g) eluting with 10% ethyl acetate/dichloromethane. The appropriate fractions were combined and evaporated in vacuo to give the title compound as a white solid, 16.7 g.