1,5-Dibromopentane → 1-[2-[(5-Bromopentyl)oxy]ethyl]-4-fluorobenzene

4-Fluorobenzeneethanol (10.0 g), 1,5-dibromopentane (29 ml), tetra-n-butylammonium hydrogen sulphate (3.2 g, 9 mmol), and aqueous 12.5M NaOH (109 ml) were stirred vigorously at RT overnight. The mixture was diluted with H2O (400 ml), extracted with ER (3×200 ml), and the combined organic extracts were evaporated. The residual oil was purified by [FCS] eluting with CX - ER (100:0→100:6), to give the title compound as a colourless oil (14.37 g). T.l.c. (ER-CX, 19:1) Rf 0.22.

1. extractionextracted with ER (3×200 ml)
2. customthe combined organic extracts were evaporated
3. customThe residual oil was purified by [FCS]
4. washeluting with CX - ER (100:0→100:6)

ORD-Eintrag

ord-c245b4af2add4ef4a3875e8124d26884

Quelldatensatz

uspto-grants-1991_02

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US04992474