Ammonium Hydroxide → HCID 22989726, compound

Temperature

100 °C

The 3-(3-chloropropoxy)phenylamine (1.98 g, 11.6 mmol) was dissolved in methanol (25 mL) and added to concentrated ammonium hydroxide solution (29.7%, 14.8 M, 50 mL) in a heavy-walled glass pressure-tube apparatus. The tube was sealed and the mixture was stirred and heated at 100° C. (oil bath temperature) for 6 h. After cooling, the mixture was concentrated by rotary evaporation. Saturated NaCl solution (10 mL) was added to the residue, and the solution (pH 6) was extracted with ether (3×25 mL) to remove impurities. The aqueous layer was basified to pH 10 with 10% NaOH solution, and the mixture was extracted with chloroform (4×25 mL). The combined chloroform extracts were dried (Na2SO4), filtered, and concentrated by rotary evaporation to a residue that was dried briefly under high vacuum to give 1.37 g of an oil.

1. customThe tube was sealed
2. temperatureAfter cooling
3. concentrationthe mixture was concentrated by rotary evaporation
4. additionSaturated NaCl solution (10 mL) was added to the residue
5. extractionthe solution (pH 6) was extracted with ether (3×25 mL)
6. customto remove impurities
7. extractionthe mixture was extracted with chloroform (4×25 mL)
8. dry with materialThe combined chloroform extracts were dried (Na2SO4)
9. filtrationfiltered
10. concentrationconcentrated by rotary evaporation to a residue that
11. customwas dried briefly under high vacuum

ORD record

ord-a6f45423e5b94340b1357063998447b2

Source dataset

uspto-grants-2003_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06627648B1