Potassium Phosphate, Dibasic → 2-(4-Fluoro-3-methylphenyl)-4,4,6,6-tetramethyl-1-epoxycyclohexane

HRID 6518

反応式

HRID 6518 の反応式
ClC1C=CC=C(C(OO)=[O:9])C=1.[F:12][C:13]1[CH:18]=[CH:17][C:16]([C:19]2[CH2:24][C:23]([CH3:26])([CH3:25])[CH2:22][C:21]([CH3:28])([CH3:27])[CH:20]=2)=[CH:15][C:14]=1[CH3:29].OP([O-])([O-])=O.[K+].[K+]>C(Cl)Cl>[F:12][C:13]1[CH:18]=[CH:17][C:16]([C:19]23[O:9][CH:20]2[C:21]([CH3:28])([CH3:27])[CH2:22][C:23]([CH3:25])([CH3:26])[CH2:24]3)=[CH:15][C:14]=1[CH3:29]

参加物

5

反応物 3

HCID 24450Potassium Phosphate, DibasicHCID 70297m-Chloroperbenzoic acidHCID 27693514'-Fluoro-3,3,3',5,5-pentamethyl-2,3,4,5-tetrahydro-1,1'-biphenyl

生成物 1

HCID 539343032-(4-Fluoro-3-methylphenyl)-4,4,6,6-tetramethyl-1-epoxycyclohexane収率 88%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

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).

後処理

  1. filtrationfiltered
  2. washwashed successively with 5% cold NaOH (2×50 ml), H2O (2×50 ml) and brine (75 ml)
  3. dry with materialThe CH2Cl2 fraction is dried (MgSO4)
  4. customthe solvent is removed under reduced pressure

出典と根拠

ORDレコード
ord-6f275656c8da41b3801c8b460fc918fa
出典データセット
uspto-grants-1993_09
特許番号
US05248830

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