반응 #1483096

반응 방정식

pTSA

DL-phenylalanine

dodecanol 2

→

39

수율 99.1%

Dodecyl 2-amino-3-phenylpropanoate

수율 99.1%

용매

toluene

반응 조건

후처리

1. 1
   온도The temperature of the reaction mixture was slowly raised
2. 2
   온도to reflux temperature
3. 3
   기타the water was separated azeotropically The reaction mixture
4. 4
   농축The reaction mixture was concentrated under vacuum
5. 5
   세척washed with aqueous 5% Na2CO3 (3×50 mL)
6. 6
   건조The organic layer was dried over Na2SO4
7. 7
   농축concentrated under vacuum

실험 절차

To a stirred solution of DL-phenylalanine 38 (5 g, 30.26 mmol) in toluene (100 mL) was added dodecanol 2 (5.08 g, 27.24 mmol) in one lot, followed by pTSA (6.33 g, 33.29 mmol). 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 39 (9 g, yield: 89.1%) as a liquid.

출처