Phosphate → 2-(3,4-Difluorophenyl)-2-methyloxirane

HRID 1167707Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1167707
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([CH3:10])=[CH2:9])=[CH:4][C:3]=1[F:11].P([O-])([O-])([O-])=[O:13].ClC1C=C(C=CC=1)C(OO)=O>C(Cl)Cl>[F:11][C:3]1[CH:4]=[C:5]([C:8]2([CH3:10])[CH2:9][O:13]2)[CH:6]=[CH:7][C:2]=1[F:1]

Komponenten

5

Edukt 3

HCID 1061PhosphateHCID 70297m-Chloroperbenzoic acidHCID 155252121,2-Difluoro-4-(prop-1-en-2-yl)benzene

Produkt 1

HCID 229935082-(3,4-Difluorophenyl)-2-methyloxirane

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a biphasic solution of 1,2-difluoro-4-isopropenyl-benzene (0.81 g, 5.1 mmol) in CH2Cl2 (50 mL) and 50 mL of phosphate buffer (made by dissolving 0.3 g of NaHPO4 and 0.35 g of NaH2PO4 in 50 mL water, pH=8) at 0° C., was added a solution of 3-chloroperoxybenzoic acid (approx. 75% solid, 3.32 g, 10.2 mmol) via a dropping funnel fitted with a cotton plug dropwise in two batches. The solution was stirred at room temperature overnight. It was extracted with CH2Cl2, washed with sat. Na2S2O4 solution followed by water. The organic layer was finally washed with sat. NaHCO3, separated, dried over Na2SO4, filtered and solvent was removed in vacuo. 2-(3,4-Difluorophenyl)-2-methyl-oxirane was obtained as a pale yellow oil (0.65 g, 74% yield). It was used in the next step without purification.

Aufarbeitung

  1. customfitted with a cotton plug dropwise in two batches
  2. extractionIt was extracted with CH2Cl2
  3. washwashed with sat. Na2S2O4 solution
  4. washThe organic layer was finally washed with sat. NaHCO3
  5. customseparated
  6. dry with materialdried over Na2SO4
  7. filtrationfiltered
  8. customsolvent was removed in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-72d06748f3314ff49732401631fe4396
Quelldatensatz
uspto-grants-2003_09
Patentnummer
US06620815B1

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