تفاعل #1483105

معادلة التفاعل

pTSA

DL-alanine

2-tridecanol

→

69

المردود 87.4%

Tridecan-2-yl 2-aminopropanoate

المردود 87.4%

المذيبات

toluene

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONAfter the addition
2. 2
   درجة الحرارةthe temperature of the reaction mixture was slowly raised
3. 3
   درجة الحرارةto reflux temperature
4. 4
   أخرىthe water was separated azeotropically
5. 5
   تركيزThe reaction mixture was concentrated under vacuum
6. 6
   غسيلwashed with aqueous 5% Na2CO3 (3×50 mL)
7. 7
   تجفيفThe organic layer was dried over Na2SO4
8. 8
   تركيزconcentrated under vacuum

الإجراء التجريبي

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.

المصدر