Acetic Acid → N-isopropyl-2-phenoxyaniline

To a solution of 2-phenoxyaniline (0.93 g, 5.0 mmol) in dichloroethane (50 ml) was added anhydrous acetone (0.73 ml, 10.0 mmol) and acetic acid (0.1 ml, 2.0 mmol). The mixture was stirred for 30 min, and sodium triacetoxyborohydride (3.18 g, 15.0 mmol) was added in one portion. The reaction mixture was stirred overnight at ambient temperature. The reaction mixture was quenched by slow addition of MeOH (10 ml) and concentrated under reduced pressure. The residue was poured into water (50 ml) and extracted with ethyl acetate (3×100 ml). Organic extracts were combined and washed with brine (2×100 ml) and dried (Na2SO4), concentrated under reduced pressure to give N-isopropyl-2-phenoxyaniline (1.05 g, 91%) as colorless oil.

1. stirringThe reaction mixture was stirred overnight at ambient temperature
2. customThe reaction mixture was quenched by slow addition of MeOH (10 ml)
3. concentrationconcentrated under reduced pressure
4. additionThe residue was poured into water (50 ml)
5. extractionextracted with ethyl acetate (3×100 ml)
6. washwashed with brine (2×100 ml)
7. dry with materialdried (Na2SO4)
8. concentrationconcentrated under reduced pressure

ORDレコード

ord-eadf394775444275a9c51f39bb00c8ec

出典データセット

uspto-grants-2011_03

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US07897628B2