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

HRID 6518

반응식

HRID 6518 반응식
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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-6f275656c8da41b3801c8b460fc918fa
출처 데이터셋
uspto-grants-1993_09
특허 번호
US05248830

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