反应 #1346

反应方程式

ammonium chloride

4-(2-chlorophenyl)-2-(2,3-dihydroxypropoxymethyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarboxylic acid 3-ethyl 5-methyl ester

sodium periodate

→

title compound

收率 97.9%

4-(2-Chlorophenyl)-2-methyl-6-(2-oxo-ethoxymethyl)-1,4-dihydro-3,5-pyridinedicarboxylic acid 5-ethyl 3-methyl ester

收率 97.9%

溶剂

methanol

water

反应条件

后处理

1. 1
   其他Volatile materials were removed under reduced pressure
2. 2
   workup.ADDITIONethyl acetate (200 mL) and water (100 mL) were added
3. 3
   其他The organic layer was separated
4. 4
   萃取the aqueous layer was twice extracted with ethyl acetate (50 mL)
5. 5
   洗涤The combined organic fractions was washed with brine
6. 6
   干燥dried (sodium sulfate)
7. 7
   过滤filtered
8. 8
   浓缩concentrated in vacuo

实验过程

To an ice-cooled solution of 4-(2-chlorophenyl)-2-(2,3-dihydroxypropoxymethyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarboxylic acid 3-ethyl 5-methyl ester (IC, 13.0 g) in methanol (150 mL) was added a solution of sodium periodate (7.6 g) dissolved in water (100 mL) dropwise over 15 min. After stirring for 10 min, a saturated solution of ammonium chloride (25 mL) was added. Volatile materials were removed under reduced pressure, then ethyl acetate (200 mL) and water (100 mL) were added. The organic layer was separated and the aqueous layer was twice extracted with ethyl acetate (50 mL). The combined organic fractions was washed with brine, dried (sodium sulfate), filtered and concentrated in vacuo to afford the title compound (11.8 g). Thin layer chromatography and proton NMR spectrum showed the crude title compound (ID) was sufficiently pure.

来源