Methyl iodide → Methyl 4-iodo-3-nitrobenzoate

온도

2.5 °C

55 g (0.19 mol) 4-Iodo-3-nitrobenzoic acid (Compound V), 16.5 g (0.12 mol) potassium carbonate and 550 ml acetonitrile were added into a reaction flask, and started to stir. The mixture was cooled to 0 to 5° C., and 52.9 ml (0.38 mol) triethylamine was added. The temperature was controlled below 10° C., and 71 ml (1.12 mol) iodomethane was added. The mixture was heated to about 40° C. for 8 hours, and concentrated under reduced pressure after completing the reaction until most of the acetonitrile was evaporated. The mixture was then extracted with 500 ml ethyl acetate, washed with water for three times, and the organic layer was dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated to the least amount, and then 300 ml petroleum ether was added, stirred for 30 min, and then filtered. The filter cake was washed with petroleum ether, and dried to obtain methyl 4-iodo-3-nitrobenzoate (Compound IV), about 41.2 g (0.13 mol), yield 71.5%.

1. customwas controlled below 10° C.
2. temperatureThe mixture was heated to about 40° C. for 8 hours
3. concentrationconcentrated under reduced pressure
4. customthe reaction until most of the acetonitrile
5. customwas evaporated
6. extractionThe mixture was then extracted with 500 ml ethyl acetate
7. washwashed with water for three times
8. dry with materialthe organic layer was dried over anhydrous sodium sulfate
9. filtrationfiltered
10. concentrationthe filtrate was concentrated to the least amount
11. addition300 ml petroleum ether was added
12. stirringstirred for 30 min
13. filtrationfiltered
14. washThe filter cake was washed with petroleum ether
15. customdried

ORD 기록

ord-b68387d694a944a186430934d0bd4477

출처 데이터셋

uspto-grants-2015_02

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US08946478B2