تفاعل #543539
ord-2f2846f132a549bb9a9af8356001e338
معادلة التفاعل
[3-(2-carboxyethyl)]-3-nitropentane-1,5-dicarboxylic acid
cesium carbonate
benzylbromide
→
benzyl ester
المردود 82.2%
1,5-Bis(benzyloxycarbonyl)-3-[2-(benzyloxycarbony)ethyl]-3-nitro pentane
المردود 82.2%
الكواشف
لا شيء
المذيبات
ظروف التفاعل
الظروف التفصيلية
See reaction.notes.procedure_details.
المعالجة
- 1ترشيحInorganic salts were filtered
- 2غسيلthe salts washed with acetonitrile
- 3أخرىevaporated
- 4أخرىto obtain an oil
- 5أخرىPurification by chromatography over silica gel (hexane: ethyl acetate, 7:3)
الإجراء التجريبي
To a mixture of [3-(2-carboxyethyl)]-3-nitropentane-1,5-dicarboxylic acid (2.8 g, 0.01 mole) (prepared as described by James K. Young et al., Macromolecules, 1994, 27, 3464-34-71) and cesium carbonate (3.25 g, 0.025 mol) in acetonitrile (20.0 mL) was added benzylbromide (8.55 g, 6.0 mL, 0.05 mole) and the mixture stirred at RT for 24 h. Inorganic salts were filtered and the salts washed with acetonitrile. The filtrate and the washings were combined and evaporated to obtain an oil. Purification by chromatography over silica gel (hexane: ethyl acetate, 7:3) afforded the benzyl ester (40) as colorless viscous oil (4.5 g, yield: 82%). Mass Spectrum (M+H)hu +=548.