反应 #1483105

反应方程式

pTSA

DL-alanine

2-tridecanol

→

69

收率 87.4%

Tridecan-2-yl 2-aminopropanoate

收率 87.4%

溶剂

toluene

反应条件

后处理

1. 1
   workup.ADDITIONAfter the addition
2. 2
   温度the temperature of the reaction mixture was slowly raised
3. 3
   温度to reflux temperature
4. 4
   其他the water was separated azeotropically
5. 5
   浓缩The reaction mixture was concentrated under vacuum
6. 6
   洗涤washed with aqueous 5% Na2CO3 (3×50 mL)
7. 7
   干燥The organic layer was dried over Na2SO4
8. 8
   浓缩concentrated under vacuum

实验过程

To a stirred solution of DL-alanine 1 (15 g, 168.5 mmol) in toluene (300 mL) was added 2-tridecanol 68 (30.3 g, 151.68 mmol) in one lot, followed by pTSA (35.26 g, 185.38 mmol). After the addition, the temperature of the reaction mixture was slowly raised to reflux temperature, the water was separated azeotropically and the reaction mixture was monitored by TLC. The reaction mixture was concentrated under vacuum, the obtained residue was taken in ethyl acetate (200 mL) and washed with aqueous 5% Na2CO3 (3×50 mL) followed by brine solution. The organic layer was dried over Na2SO4 and concentrated under vacuum to afford 69 (36 g, yield: 78.9%) as a liquid.

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