反应 #1772024

反应方程式

2-fluorophenylacetic acid

(S)-1-phenylethanol

EDCI

→

title compound

收率 92.0%

(S)-1-Phenylethyl 2-(2-fluorophenyl)acetate

收率 92.0%

溶剂

CH2Cl2

反应条件

后处理

1. 1
   浓缩The solvent was then concentrated
2. 2
   其他the residue partitioned with H2O-ethyl acetate
3. 3
   其他The phases were separated
4. 4
   萃取the aqueous layer back-extracted with ethyl acetate (2×)
5. 5
   洗涤The combined organic phases were washed (H2O, brine)
6. 6
   干燥dried (Na2SO4)
7. 7
   过滤filtered
8. 8
   浓缩concentrated in vacuo
9. 9
   其他The residue was purified by silica gel chromatography (Biotage/0-20% ethyl acetate-hexane)

实验过程

A mixture of 2-fluorophenylacetic acid (5.45 g, 35.4 mmol), (S)-1-phenylethanol (5.62 g, 46.0 mmol), EDCI (8.82 g, 46.0 mmol) and DMAP (0.561 g, 4.60 mmol) in CH2Cl2 (100 mL) was stirred at room temperature for 12 hours. The solvent was then concentrated and the residue partitioned with H2O-ethyl acetate. The phases were separated and the aqueous layer back-extracted with ethyl acetate (2×). The combined organic phases were washed (H2O, brine), dried (Na2SO4), filtered, and concentrated in vacuo. The residue was purified by silica gel chromatography (Biotage/0-20% ethyl acetate-hexane) to provide the title compound as a colorless oil (8.38 g, 92%). 1H NMR (400 MHz, CD3OD) δ 7.32-7.23 (m, 7H), 7.10-7.04 (m, 2), 5.85 (q, J=6.5 Hz, 1H), 3.71 (s, 2H), 1.48 (d, J=6.5 Hz, 3H).

来源