Реакция #6614

Уравнение реакции

1-fluoro-2-methyl-4-(3,3,5,5-tetramethylcyclohex-1-en-1-yl)benzene

K2HPO4

meta-chloroperbenzoic acid

→

2-(4-fluoro-3-methylphenyl)-4,4,6,6-tetramethyl-1-epoxycyclohexane

Выход 88.0%

Растворители

CH2Cl2

CH2Cl2

Условия реакции

Обработка

1. 1
   Фильтрацияfiltered
2. 2
   Промывкаwashed successively with 5% cold NaOH (2×50 ml), H2O (2×50 ml) and brine (75 ml)
3. 3
   СушкаThe CH2Cl2 fraction is dried (MgSO4)
4. 4
   Другоеthe solvent is removed under reduced pressure

Методика

A solution of meta-chloroperbenzoic acid (20 g, 90 mmol) in 250 ml of CH2Cl2 is added dropwise to a cooled (0° C.) solution of 1-fluoro-2-methyl-4-(3,3,5,5-tetramethylcyclohex-1-en-1-yl)benzene (15 g, 61 mmol) and K2HPO4 (21 g, 90 mmol) in dry CH2Cl2 (100 ml). The resulting milky solution is stirred at room temperature for 14 hours, filtered and washed successively with 5% cold NaOH (2×50 ml), H2O (2×50 ml) and brine (75 ml). The CH2Cl2 fraction is dried (MgSO4), and the solvent is removed under reduced pressure to provide 14 g (88%) of 2-(4-fluoro-3-methylphenyl)-4,4,6,6-tetramethyl-1-epoxycyclohexane: 1H NMR δ=0.9 (s,6), 0.95 (s,3), 1.1 (s,3), 1.15 (q,2), 1.85 (AB-q, 2), 2.1 (s,3), 2.55 (s,1), 6.85 (t,1), 7.1 (t,1), 7.25 (dd,1).

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