반응 #40694

반응 방정식

t-butyl (1S)-2-hydroxy-1-[(3-methylphenoxy)methyl]ethylcarbamate

3-nitrobenzyl bromide

tetrabutylammonium sulfate

sodium hydroxide

→

title compound

수율 76.6%

t-butyl (1S)-2-(3-methylphenoxy)-1-{[(3-nitrobenzyl)oxy]methyl}ethylcarbamate

수율 76.6%

용매

benzene

ethyl acetate

반응 조건

후처리

1. 1
   세척after washing with water
2. 2
   건조the organic layer was dried over anhydrous sodium sulfate
3. 3
   기타The solvent was evaporated
4. 4
   기타the obtained crude product
5. 5
   기타was purified by silica gel chromatography (ethyl acetate-hexane)

실험 절차

To t-butyl (1S)-2-hydroxy-1-[(3-methylphenoxy)methyl]ethylcarbamate (300 mg) obtained in Step 1 of Example 118 were added 3-nitrobenzyl bromide (254 mg), tetrabutylammonium sulfate (91 mg), benzene (2.3 ml) and 50% aqueous sodium hydroxide solution (2.3 ml), and the mixture was stirred at room temperature for 1.5 hrs. The mixture was diluted with ethyl acetate and, after washing with water, the organic layer was dried over anhydrous sodium sulfate. The solvent was evaporated and the obtained crude product was purified by silica gel chromatography (ethyl acetate-hexane) to give the title compound (340 mg).

출처