반응 #1346

반응 방정식

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

수율 97.9%

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

수율 97.9%

용매

methanol

water

반응 조건

후처리

1. 1
   기타Volatile materials were removed under reduced pressure
2. 2
   workup.ADDITIONethyl acetate (200 mL) and water (100 mL) were added
3. 3
   기타The organic layer was separated
4. 4
   추출the aqueous layer was twice extracted with ethyl acetate (50 mL)
5. 5
   세척The combined organic fractions was washed with brine
6. 6
   건조dried (sodium sulfate)
7. 7
   여과filtered
8. 8
   농축concentrated in vacuo

실험 절차

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.

출처