4-Benzoyl-1-(3-fluoro-4-methoxyphenyl)pyrrolidin-2-one → 4-Benzoyl-1-(3-fluoro-4-hydroxyphenyl)pyrrolidin-2-one

HRID 1993386Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1993386
[C:1]([CH:9]1[CH2:13][N:12]([C:14]2[CH:19]=[CH:18][C:17]([O:20]C)=[C:16]([F:22])[CH:15]=2)[C:11](=[O:23])[CH2:10]1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>B(Br)(Br)Br.C(Cl)Cl>[C:1]([CH:9]1[CH2:13][N:12]([C:14]2[CH:19]=[CH:18][C:17]([OH:20])=[C:16]([F:22])[CH:15]=2)[C:11](=[O:23])[CH2:10]1)(=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Komponenten

3

Edukt 1

HCID 574454054-Benzoyl-1-(3-fluoro-4-methoxyphenyl)pyrrolidin-2-one

Produkt 1

HCID 574454064-Benzoyl-1-(3-fluoro-4-hydroxyphenyl)pyrrolidin-2-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 22277759Boron tribromide dichloromethaneLösungsmittel

Versuchsvorschrift

A mixture of 4-benzoyl-1-(3-fluoro-4-methoxyphenyl)pyrrolidin-2-one (Step 2, 1.0 g, 3.2 mmol) in 20 mL of 1 M BBr3/CH2Cl2 was stirred at RT for 16 h. The solution was concentrated in vacuo and the residue was diluted with 50 mL of MeOH and concentrated in vacuo again. The resulting white solid was washed with 50% EtOAc/hexane to give the title compound. MS (ESI pos. ion) m/z: 300.4 (M+H). Calc'd Exact Mass for C17H14FNO3: 299.3.

Aufarbeitung

  1. concentrationThe solution was concentrated in vacuo
  2. additionthe residue was diluted with 50 mL of MeOH
  3. concentrationconcentrated in vacuo again
  4. washThe resulting white solid was washed with 50% EtOAc/hexane

Quellen und Nachweise

ORD-Eintrag
ord-7d0ece2889824c4d80fdf5d50a9d8af8
Quelldatensatz
uspto-grants-2010_01
Patentnummer
US07652009B2

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