反应 #1597032

反应方程式

2,3-dihydro-[1,4]dioxino[2,3-c]pyridine-7-carbaldehyde

sodium chlorite

sodium dihydrogenphosphate

→

title acid

收率 51.2%

2,3-dihydro[1,4]dioxino[2,3-c]pyridine-7-carboxylic acid

收率 51.2%

溶剂

2-methyl-2-propanol

2-methyl-2-butene

water

反应条件

后处理

1. 1
   其他The volatiles were removed under reduced pressure
2. 2
   workup.ADDITIONThe residue was diluted with water (20 mL) and pH
3. 3
   workup.ADDITIONwas adjusted to 3 by addition of 1N HCl
4. 4
   萃取The aq. layer was extracted with DCM-MeOH 9-1 (25×30 mL)
5. 5
   干燥The combined extracts were dried over Na2SO4
6. 6
   过滤filtered
7. 7
   其他evaporated under reduced pressure
8. 8
   其他The residue was triturated in ether
9. 9
   过滤filtered

实验过程

To a solution of 2,3-dihydro-[1,4]dioxino[2,3-c]pyridine-7-carbaldehyde (722 mg, 4.37 mmol) in 2-methyl-2-propanol (95 mL) and 2-methyl-2-butene (22 mL) was added dropwise a solution of sodium chlorite (80%, 4.55 g, 40.22 mmol) and sodium dihydrogenphosphate (3.65 g, 26.45 mmol) in water (35 mL). The resulting solution was stirred at rt for 19 h. The volatiles were removed under reduced pressure. The residue was diluted with water (20 mL) and pH was adjusted to 3 by addition of 1N HCl. The aq. layer was extracted with DCM-MeOH 9-1 (25×30 mL). The combined extracts were dried over Na2SO4, filtered and evaporated under reduced pressure. The residue was triturated in ether and filtered to give the title acid as a white solid (0.405 g, 51% yield).

来源