Water → HCID 22909967, Verbindung

HRID 1379282

Reaktionsgleichung

Reaktionsgleichung von HRID 1379282
B(Br)(Br)[Br:2].[OH:5][CH:6]1[CH2:10][CH2:9][O:8][C:7]1=O.[F:12][C:13]([F:28])([F:27])[C:14]1[CH:15]=[C:16]([NH:20]C2C=CC=CC=2)[CH:17]=[CH:18][CH:19]=1.O>ClCCCl>[Br:2][CH2:9][CH2:10][CH:6]([OH:5])[C:7]([NH:20][C:16]1[CH:17]=[CH:18][CH:19]=[C:14]([C:13]([F:28])([F:27])[F:12])[CH:15]=1)=[O:8]

Komponenten

6

Edukt 4

HCID 962WaterHCID 75483-(Trifluoromethyl)-N-phenylanilineHCID 25134Boron tribromideHCID 545831alpha-Hydroxy-gamma-butyrolactone

Produkt 1

HCID 22909967HCID 22909967, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 111,2-DichloroethaneLösungsmittel

Versuchsvorschrift

Boron tribromide (11.0 ml, 1.0M solution in dichloromethane) was added dropwise to a stirred solution of 3-hydroxytetrahydrofuran-2-one (1.0 g) and 3-trifluoromethylphenylaniline (1.58 g) in 1,2-dichloroethane (20 ml). The mixture was stirred overnight at room temperature, poured on to water and extracted with dichloromethane. The extracts were washed with hydrochloric acid (2M) and brine, dried over magnesium sulphate, and evaporated under reduced pressure. The residue was chromatographed on silica, using dichloromethane-ethanol (49:1) as eluant, to give the title compound (0.74 g, m.p. 67°-69° C.). NMR (CDCl3): δ 2.3(1H,m); 2.6(1H,m); 3.5(1H,bs); 3.6(2H,dd); 4.5(1H,dd); 7.4(2H,m); 7.7 (1H,d); 7.9(1H,s); 8.7(1H,bs). MS: M+ 325, 327.

Aufarbeitung

  1. extractionextracted with dichloromethane
  2. washThe extracts were washed with hydrochloric acid (2M) and brine
  3. dry with materialdried over magnesium sulphate
  4. customevaporated under reduced pressure
  5. customThe residue was chromatographed on silica

Quellen und Nachweise

ORD-Eintrag
ord-ef0784d5e22a4363bdfa21ab08973160
Quelldatensatz
uspto-grants-1997_09
Patentnummer
US05670656

Verknüpfte Notizen

Wird geladen…