تفاعل #1483094

معادلة التفاعل

pTSA

DL-threonine

1-dodecanol

→

27

المردود 101.5%

Dodecyl 2-amino-3-hydroxybutanoate

المردود 101.5%

المذيبات

toluene

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONAfter 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-threonine 26 (5 g, 41.9 mmol) in toluene (100 mL) was added 1-dodecanol 2 (7 g, 37.7 mmol) in one lot, followed by pTSA (8.77 g, 46.16 mmol). After addition, the temperature of the reaction mixture was slowly raised to reflux temperature and the water was separated azeotropically. 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 crude 27 (11 g, yield: 91%) as a liquid.

المصدر