反応 #87141

反応方程式

glycine

anisaldehyde

KOH

→

2-amino-3-hydroxy-3-(4-methoxyphenyl)propanoic acid

収率 23.0%

溶媒

ethanol

反応条件

後処理

1. 1
   濃縮The mixture was concentrated under vacuum the majority of ethanol
2. 2
   workup.DISSOLUTIONThe residue was dissolved in water (800 mL)
3. 3
   洗浄The resulting mixture was washed with EtOAc (200 mL×2)
4. 4
   その他to remove any impurities
5. 5
   濃縮The aqueous layer was concentrated to a volume of ˜400 mL
6. 6
   ろ過The mixture was filtered
7. 7
   洗浄the filtration cake was washed thoroughly with water (100 mL×2)
8. 8
   その他dried

実験手順

A solution of glycine (45 g, 0.60 mol) and anisaldehyde (122 g, 0.900 mol) in ethanol (1.5 L) was stirred at ambient temperature and KOH (82.7 g, 1.47 mol) was added. The reaction mixture was stirred overnight at ambient temperature. The mixture was concentrated under vacuum the majority of ethanol. The residue was dissolved in water (800 mL) and the solution was adjusted to pH=5 with 4 N aqueous HCl. The resulting mixture was washed with EtOAc (200 mL×2) to remove any impurities. The aqueous layer was concentrated to a volume of ˜400 mL. The mixture was filtered and the filtration cake was washed thoroughly with water (100 mL×2) and dried to afford 2-amino-3-hydroxy-3-(4-methoxyphenyl)propanoic acid (29 g, 23% yield, threo-) as a colorless solid.

出典