反応 #1994338

反応方程式

(R)-2-amino-4-(methylthio)butanoic acid

phthalic anhydride

triethlamine

→

title compound

収率 93.2%

(2R)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-4-(methylsulfanyl)butanoic acid

収率 93.2%

溶媒

toluene

反応条件

後処理

1. 1
   温度heated
2. 2
   温度under vigorous reflux in a Dean-Stark apparatus for 2.5 h
3. 3
   その他Volatiles were evaporated and to the residue
4. 4
   workup.ADDITIONwas added 600 ml water and 6 ml hydrochloric acid
5. 5
   workup.STIRRINGAfter stirring for 30 minutes
6. 6
   ろ過the suspension was filtered
7. 7
   その他filtrate evaporated under vacuum

実験手順

A solution of (R)-2-amino-4-(methylthio)butanoic acid (50 g, 335 mmol), finely ground phthalic anhydride (49.6 g, 335 mmol) and triethlamine (4.67 ml, 33.5 mmol) in toluene (450 ml) was stirred and heated under vigorous reflux in a Dean-Stark apparatus for 2.5 h. Volatiles were evaporated and to the residue was added 600 ml water and 6 ml hydrochloric acid and the mixture stirred vigorously with a mechanical stirrer. After stirring for 30 minutes, the suspension was filtered and filtrate evaporated under vacuum to give the title compound (87.24 g=92% yield).

出典