Methyl 2'-fluoro-2-(2-methyl-5-oxo-1-cyclopenten-1-yl)-5'-(methyloxy)-1,1'-biphenyl-4-carboxylate → Methyl 2'-fluoro-2-(2-methylcyclopentyl)-5'-(methyloxy)-1,1'-biphenyl-4-carboxylate

HRID 1662495

Reaktionsgleichung

Reaktionsgleichung von HRID 1662495
[F:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[CH:4][C:3]=1[C:10]1[CH:15]=[CH:14][C:13]([C:16]([O:18][CH3:19])=[O:17])=[CH:12][C:11]=1[C:20]1[C:24](=O)[CH2:23][CH2:22][C:21]=1[CH3:26]>[Pt](=O)=O.CO>[F:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[CH:4][C:3]=1[C:10]1[CH:15]=[CH:14][C:13]([C:16]([O:18][CH3:19])=[O:17])=[CH:12][C:11]=1[CH:20]1[CH2:24][CH2:23][CH2:22][CH:21]1[CH3:26]

Komponenten

4

Edukt 1

HCID 57705608Methyl 2'-fluoro-2-(2-methyl-5-oxo-1-cyclopenten-1-yl)-5'-(methyloxy)-1,1'-biphenyl-4-carboxylate

Produkt 1

HCID 57706176Methyl 2'-fluoro-2-(2-methylcyclopentyl)-5'-(methyloxy)-1,1'-biphenyl-4-carboxylateAusbeute 13,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 345198Adams' catalystKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

A screw-cap pressure tube was charged with 66.56B (0.31 g, 0.87 mmol), MeOH (10 mL), and platinum(IV) oxide (0.040 g, 0.17 mmol). The tube was purged three times with H2 at 45 psi and sealed, and the contents were stirred overnight. The mixture was diluted with EtOAc, filtered through silica gel (EtOAc), and concentrated. The crude product was purified by silica gel flash chromatography (0-20% EtOAc/hexane) to afford 69.33A (1:1 d.r.) (0.040 g) as a colorless oil.

Aufarbeitung

  1. customThe tube was purged three times with H2 at 45 psi
  2. customsealed
  3. additionThe mixture was diluted with EtOAc
  4. filtrationfiltered through silica gel (EtOAc)
  5. concentrationconcentrated
  6. customThe crude product was purified by silica gel flash chromatography (0-20% EtOAc/hexane)

Quellen und Nachweise

ORD-Eintrag
ord-b38c943dd6da45b6b7c5f9a6dac62e6f
Quelldatensatz
uspto-grants-2011_10
Patentnummer
US08030354B2

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