Sodium hydride → 2-Cyclopropylmethoxy-4-fluoro-1-nitrobenzene

Cyclopropylmethanol (15 g, 207 mmol) was added to a stirred suspension of NaH (60% in mineral oil, 8.37 g) in 200 mL THF over 15 min at 0° C. under nitrogen. The reaction mixture was allowed to warm to room temperature and stirred for 1 h. A solution of 2,4-difluoro-1-nitrobenzene (30 g, 187 mmol) in 200 mL THF was added drop wise at 0° C. The reaction mixture was stirred at 0° C. for 2 h and then poured into ice water. The reaction mixture was extracted with ethyl acetate (3×100 mL). The combined organic layers were dried over MgSO4 and concentrated under reduced pressure to give 22.0 g of product as orange oil (86%).

1. stirringThe reaction mixture was stirred at 0° C. for 2 h
2. extractionThe reaction mixture was extracted with ethyl acetate (3×100 mL)
3. dry with materialThe combined organic layers were dried over MgSO4
4. concentrationconcentrated under reduced pressure

ORD-Eintrag

ord-55be2f9cbded4bd8b50d78990a7a390c

Quelldatensatz

uspto-grants-2013_02

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08367863B2