Sodium Hydroxide → HCID 66879256, Verbindung

HRID 39006Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 39006
C([O:4][C:5]1[CH:10]=[C:9]([Br:11])[CH:8]=[C:7]([F:12])[C:6]=1[O:13][CH2:14][C@H:15]1[CH2:17][O:16]1)(=O)C.[OH-].[Na+]>O1CCOCC1>[Br:11][C:9]1[CH:8]=[C:7]([F:12])[C:6]2[O:13][CH2:14][C@H:15]([CH2:17][OH:16])[O:4][C:5]=2[CH:10]=1

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 866529465-Bromo-3-fluoro-2-[(2R)-oxiran-2-ylmethoxy]phenyl acetate

Produkt 1

HCID 66879256HCID 66879256, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

1-(5-bromo-3-fluoro-2-[(2R)-oxiran-2-ylmethoxy]phenyl acetate (crude, max 67 mmol) was stirred in dioxane at 0° C. NaOH (15%) was added until the mixture reached pH 14. The mixture was stirred for 30 min at RT and then concentrated. Water was added and the mixture extracted with EtOAc. The combined organic phases were washed with brine, dried (Na2SO4) and evaporated to dryness to give the crude title compound. Yield: 10.3 g. MS m/z (rel. intensity, 70 eV) 262 (M+, bp), 264 (M+, bp), 206 (70), 81 (58), 69 (55), 57 (53).

Aufarbeitung

  1. concentrationconcentrated
  2. additionWater was added
  3. extractionthe mixture extracted with EtOAc
  4. washThe combined organic phases were washed with brine
  5. dry with materialdried (Na2SO4)
  6. customevaporated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-32a2f494200a4a5bbc14c29820a1e1b8
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08524766B2

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