Hydrochloric Acid → HCID 71015801, compound

Temperature

0 °C

Into a 250-mL 4-necked round-bottom flask, was placed 4-(2,6-difluorophenoxy)-aniline (8.84 g, 39.96 mmol, 1.00 equiv), hydrogen chloride (37%) (10.14 g, 277.81 mmol, 6.95 equiv) and water (20 mL). NaNO2 (3.04 g, 44.06 mmol, 1.10 equiv) in water (10 mL) was added dropwise with stirring at 0° C. over 5 min., and the reaction mixture was stirred for 30 mins at 0° C. The reaction mixture was added into a solution of NaI (18 g, 120.00 mmol, 3.00 equiv) in water (20 mL) at 25° C. in batches over 5 min. The resulting solution was stirred for 2 h at 25° C. and then extracted with of ethyl acetate and the organic layers were combined. The combined organic layers were washed with water and brine, dried over anhydrous sodium sulfate and concentrated under vacuum to give 10.2 g (77%) of 1,3-difluoro-2-(4-iodophenoxy)benzene as brown oil.

1. customInto a 250-mL 4-necked round-bottom flask, was placed
2. stirringthe reaction mixture was stirred for 30 mins at 0° C
3. stirringThe resulting solution was stirred for 2 h at 25° C.
4. extractionextracted with of ethyl acetate
5. washThe combined organic layers were washed with water and brine
6. dry with materialdried over anhydrous sodium sulfate
7. concentrationconcentrated under vacuum

ORD record

ord-5053a1b64a0f401e8a583ceec2766c95

Source dataset

uspto-grants-2014_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08759358B1