반응 #1375859

반응 방정식

2-hydroxy-L-hexanoic acid

diphenyldiazomethane

HCl

→

title compound

Benzhydryl 2-hydroxy-L-hexanoate

용매

ethyl acetate

ethyl acetate

반응 조건

후처리

1. 1
   세척by washing thrice with 200 ml portions of a saturated aqueous solution of sodium bicarbonate
2. 2
   기타The organic layer so obtained
3. 3
   건조was dried over anhydrous magnesium sulfate
4. 4
   여과filtered
5. 5
   농축The filtrate was thereafter concentrated under reduced pressure
6. 6
   기타The residue obtained
7. 7
   기타was then purified

실험 절차

In 90 ml of ethyl acetate, the 2-hydroxy-L-hexanoic acid (H-L-norLEUA-OH) was dissolved. A solution (15.1 g/30 ml) of diphenyldiazomethane in ethyl acetate was added dropwise to the resulting solution, followed by stirring overnight at room temperature. The reaction mixture was adjusted to pH 2 with 2N--HCl, followed by washing thrice with 200 ml portions of a saturated aqueous solution of sodium bicarbonate. The organic layer so obtained was dried over anhydrous magnesium sulfate and then filtered. The filtrate was thereafter concentrated under reduced pressure. The residue obtained was then purified by subjecting to chromatography on a silica gel column (toluene:ethyl acetate=20:1), whereby 11.35 g of the title compound were obtained as pale yellow crystals (yield: 54.7%).

출처