Methanol → 4-Fluoro-2-(morpholine-4-sulfonyl)-phenol

HRID 1971835

Reaktionsgleichung

Reaktionsgleichung von HRID 1971835
[F:1][C:2]1[CH:3]=[CH:4][C:5]([O:17]C)=[C:6]([S:8]([N:11]2[CH2:16][CH2:15][O:14][CH2:13][CH2:12]2)(=[O:10])=[O:9])[CH:7]=1.BrB(Br)Br.CO>C(Cl)Cl>[F:1][C:2]1[CH:3]=[CH:4][C:5]([OH:17])=[C:6]([S:8]([N:11]2[CH2:12][CH2:13][O:14][CH2:15][CH2:16]2)(=[O:9])=[O:10])[CH:7]=1

Komponenten

5

Edukt 3

HCID 887MethanolHCID 25134Boron tribromideHCID 8499944-(5-Fluoro-2-methoxy-benzenesulfonyl)-morpholine

Produkt 1

HCID 581269904-Fluoro-2-(morpholine-4-sulfonyl)-phenolAusbeute 90,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

To a solution of 4-(5-fluoro-2-methoxyphenylsulfonyl)morpholine (0.5 g 1.8 mmol) in CH2Cl2 (10 ml) was added dropwise a solution of tribromoborane (0.593 mg 2.36 mmol) in CH2Cl2 (20 ml) at 0° C. The mixture was stirred at room temperature for 1 h, after which methanol (10 ml) was added to quench the reaction. The solvent was evaporated under reduced pressure and ethyl acetate (30 ml) was added, washed with water and then brine, dried and concentrated into dryness to give the product (427 mg, 90% yield).

Aufarbeitung

  1. customto quench
  2. customthe reaction
  3. customThe solvent was evaporated under reduced pressure and ethyl acetate (30 ml)
  4. additionwas added
  5. washwashed with water
  6. dry with materialbrine, dried
  7. concentrationconcentrated into dryness

Quellen und Nachweise

ORD-Eintrag
ord-ff47d3c2911042d6b8247f41505c199f
Quelldatensatz
uspto-grants-2013_04
Patentnummer
US08431581B2

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