4-(2-methoxyphenyl)butan-1-ol

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: NaH (46% dispersion in oil; 1.36 g) was added portionwise to a solution of 2-methoxybenzenebutanol (5.0 g) and 1,6-dibromohexane (13.8 g) in THF (50 ml). The suspension was refluxed for 20 h and was treated cautiously with H2O (20 ml). The resulting emulsion was extracted with ER (2×50 ml) and the dried extract was evaporated to leave a yellow oil. The oil was purified on a column of silica (Merck 9385, 600 ml) [A] to give the title compound as a colourless oil (5.6 g). T.l.c. [B] Rf 0.2. The suspension was refluxed for 20 h The resulting emulsion was extracted with ER (2×50 ml) the dried extract was evaporated to leave a yellow oil The oil was purified on a column of silica (Merck 9385, 600 ml) [A]

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: NaH (46% dispersion in oil; 1.36 g) was added portionwise to a solution of 2-methoxybenzenbutanol (5.0 g) and 1,6-dibromohexane (1.38 g) in THF (50 ml). The suspension was refluxed for 20 h and was treated cautiously with H2O (20 ml). The resulting emulsion was extracted with ER (2×50 ml) and the dried extract was evaporated to leave a yellow oil. The oil was purified on a column of silica (Merck 5385, 600 ml) [A] to give the title compound as a colorless oil (5.6 g). T.l.c. [B] Rf 0.2. The suspension was refluxed for 20 h The resulting emulsion was extracted with ER (2×50 ml) the dried extract was evaporated to leave a yellow oil The oil was purified on a column of silica (Merck 5385, 600 ml) [A]

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: NaH (46% dispersion in oil; 1.36 g) was added portionwise to a solution of 2-methoxybenzenebutanol (5.0 g) and 1,6-dibromohexane (13.8 g) in THF (50 ml). The suspension was refluxed for 20 h and was treated cautiously with H2O (20 ml). The resulting emulsion was extracted with ER (2×50 ml) and the dried extract was evaporated to leave a yellow oil. The oil was purified on a column of silica (Merck 9385, 600 ml) [A] to give the title compound as a colourless oil (5.6 g). T.l.c. [B] Rf 0.2. The suspension was refluxed for 20 h The resulting emulsion was extracted with ER (2×50 ml) the dried extract was evaporated to leave a yellow oil The oil was purified on a column of silica (Merck 9385, 600 ml) [A]

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: NaH (46% dispersion in oil; 1.36 g) was added portionwise to a solution of 2-methoxybenzenebutanol (5.0 g) and 1,6-dibromohexane (13.8 g) in THF (50 ml). The suspension was refluxed for 20 h and was treated cautiously with H2O (20 ml). The resulting emulsion was extracted with ER (2×50 ml) and the dried extract was evaporated to leave a yellow oil. The oil was purified on a column of silica (Merck 9385, 600 ml) [A] to give the title compound as a colourless oil (5.6 g). T.l.c. [B] Rf 0.2. The suspension was refluxed for 20 h The resulting emulsion was extracted with ER (2×50 ml) the dried extract was evaporated to leave a yellow oil The oil was purified on a column of silica (Merck 9385, 600 ml) [A]

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: NaH (46% dispersion in oil; 1.36 g) was added portionwise to a solution of 2-methoxybenzenebutanol (5.0 g) and 1,6-dibromohexane (13.8 g) in THF (50 ml). The suspension was refluxed for 20 h and was treated cautiously with H2O (20 ml). The resulting emulsion was extracted with ER (2×50 ml) and the dried extract was evaporated to leave a yellow oil. The oil was purified on a column of silica (Merck 9385, 600 ml) [A] to give the title compound as a colourless oil (5.6 g). T.l.c. [B] Rf 0.2. The suspension was refluxed for 20 h The resulting emulsion was extracted with ER (2×50 ml) the dried extract was evaporated to leave a yellow oil The oil was purified on a column of silica (Merck 9385, 600 ml) [A]

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: NaH (46% dispersion in oil; 1.36 g) was added portionwise to a solution of 2-methoxybenzenebutanol (5.0 g) and 1,6-dibromohexane (13.8 g) in THF (50 ml). The suspension was refluxed for 20 h and was treated cautiously with H2O (20 ml). The resulting emulsion was extracted with ER (2×50 ml) and the dried extract was evaporated to leave a yellow oil. The oil was purified on a column of silica (Merck 9385, 600 ml) [A] to give the title compound as a colourless oil (5.6 g). T.l.c. [B] Rf 0.2. The suspension was refluxed for 20 h The resulting emulsion was extracted with ER (2×50 ml) the dried extract was evaporated to leave a yellow oil The oil was purified on a column of silica (Merck 9385, 600 ml) [A]

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: NaH (46% dispersion in oil; 1.36 g) was added portionwise to a solution of 2-methoxybenzenebutanol (5.0 g) and 1,6-dibromohexane (13.8 g) in THF (50 ml). The suspension was refluxed for 20 h and was treated cautiously with H2O (20 ml). The resulting emulsion was extracted with ER (2×50 ml) and the dried extract was evaporated to leave a yellow oil. The oil was purified on a column of silica (Merck 9385, 600 ml) [A] to give the title compound as a colourless oil (5.6 g). T.l.c. [B] Rf 0.2. The suspension was refluxed for 20 h The resulting emulsion was extracted with ER (2×50 ml) the dried extract was evaporated to leave a yellow oil The oil was purified on a column of silica (Merck 9385, 600 ml) [A]

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: NaH (46% dispersion in oil; 1.36 g) was added portionwise to a solution of 2-methoxybenzenbutanol (5.0 g) and 1,6-dibromohexane (1.38 g) in THF (50 ml). The suspension was refluxed for 20 h and was treated cautiously with H2O (20 ml). The resulting emulsion was extracted with ER (2×50 ml) and the dried extract was evaporated to leave a yellow oil. The oil was purified on a column of silica (Merck 5385, 600 ml) [A] to give the title compound as a colorless oil (5.6 g). T.l.c. [B] Rf 0.2. The suspension was refluxed for 20 h The resulting emulsion was extracted with ER (2×50 ml) the dried extract was evaporated to leave a yellow oil The oil was purified on a column of silica (Merck 5385, 600 ml) [A]

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: NaH (46% dispersion in oil; 1.36 g) was added portionwise to a solution of 2-methoxybenzenebutanol (5.0 g) and 1,6-dibromohexane (13.8 g) in THF (50 ml). The suspension was refluxed for 20 h and was treated cautiously with H2O (20 ml). The resulting emulsion was extracted with ER (2×50 ml) and the dried extract was evaporated to leave a yellow oil. The oil was purified on a column of silica (Merck 9385, 600 ml) [A] to give the title compound as a colourless oil (5.6 g). T.l.c. [B] Rf 0.2. The suspension was refluxed for 20 h The resulting emulsion was extracted with ER (2×50 ml) the dried extract was evaporated to leave a yellow oil The oil was purified on a column of silica (Merck 9385, 600 ml) [A]

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: NaH (46% dispersion in oil; 1.36 g) was added portionwise to a solution of 2-methoxybenzenebutanol (5.0 g) and 1,6-dibromohexane (13.8 g) in THF (50 ml). The suspension was refluxed for 20 h and was treated cautiously with H2O (20 ml). The resulting emulsion was extracted with ER (2×50 ml) and the dried extract was evaporated to leave a yellow oil. The oil was purified on a column of silica (Merck 9385, 600 ml) [A] to give the title compound as a colourless oil (5.6 g). T.l.c. [B] Rf 0.2. The suspension was refluxed for 20 h The resulting emulsion was extracted with ER (2×50 ml) the dried extract was evaporated to leave a yellow oil The oil was purified on a column of silica (Merck 9385, 600 ml) [A]