반응 #5314
ord-e69fe70ae7ca4200a4a1976a61404a61
반응 방정식
4-Fluorobenzeneethanol
1,5-dibromopentane
NaOH
→
title compound
1-[2-[(5-Bromopentyl)oxy]ethyl]-4-fluorobenzene
용매
반응 조건
상세 조건
See reaction.notes.procedure_details.
후처리
- 1추출extracted with ER (3×200 ml)
- 2기타the combined organic extracts were evaporated
- 3기타The residual oil was purified by [FCS]
- 4세척eluting with CX-ER (100:0→100:6)
실험 절차
4-Fluorobenzeneethanol (10.0 g), 1,5-dibromopentane (29 ml), tetra-n-butylammonium hydrogen sulphate (3.2 g, 9 mmol), and aqueous 12.5 M 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.