Hydrochloric Acid → HCID 71015182, compound

Temperature

0 °C

Into a 250 mL 4-necked round-bottom flask, was placed 4-(2,5-difluorophenoxy)-aniline (9 g, 40.69 mmol, 1.00 equiv), hydrogen chloride (37%) (10.2 g, 100 mmol, 2.5 equiv) and water (20 mL). A solution of NaNO2 (3.1 g, 44.93 mmol, 1.10 equiv) in water (10 mL) was added dropwise with stirring at 0° C. over 5 min. After stirring at 0° C. for 30 min., the mixture was added into a solution of NaI (18 g, 120.00 mmol, 3.0 equiv) in water (20 mL) dropwise with stirring at 25° C. The resulting solution was stirred for 12 h at 25° C. and then extracted with ethyl acetate and the organic layers combined. The combined organics were washed with water and brine, dried over anhydrous sodium sulfate and concentrated under vacuum to give 10.5 g (78%) of 1,4-difluoro-2-(4-iodophenoxy)benzene as brown oil.

1. customInto a 250 mL 4-necked round-bottom flask, was placed
2. stirringAfter stirring at 0° C. for 30 min.
3. stirringwith stirring at 25° C
4. stirringThe resulting solution was stirred for 12 h at 25° C.
5. extractionextracted with ethyl acetate
6. washThe combined organics were washed with water and brine
7. dry with materialdried over anhydrous sodium sulfate
8. concentrationconcentrated under vacuum

ORD record

ord-9b9660d5648c4484bb1f81dfd949d07d

Source dataset

uspto-grants-2016_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09376438B2