Triacetoxyperiodinane → HCID 90021739, Verbindung

HRID 1487858Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1487858
[CH:1]1([C:4]2[CH:12]=[CH:11][C:7]([C:8]([OH:10])=[O:9])=[CH:6][C:5]=2[CH:13]([OH:16])[CH2:14][CH3:15])[CH2:3][CH2:2]1.CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O>ClCCCl>[CH:1]1([C:4]2[CH:12]=[CH:11][C:7]([C:8]([OH:10])=[O:9])=[CH:6][C:5]=2[C:13](=[O:16])[CH2:14][CH3:15])[CH2:2][CH2:3]1

Komponenten

4

Edukt 2

HCID 159087TriacetoxyperiodinaneHCID 90022344HCID 90022344, Verbindung2×

Produkt 1

HCID 90021739HCID 90021739, VerbindungAusbeute 68,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 111,2-DichloroethaneLösungsmittel

Versuchsvorschrift

Into a 500-mL round-bottom flask, was placed a mixture of 4-cyclopropyl-3-(1-hydroxypropyl)benzoic acid (compound 10.5, 3.4 g, 15.44 mmol) in 1,2-dichloroethane (300 mL) and Dess-Martin periodinane (7.2 g, 16.9 mmol). The mixture was stirred for 1.5 h at room temperature and then the solids were removed with filtration. The filtrate was concentrated under reduced pressure and the residue was purified by silica gel column chromatography with ethyl acetate:PE (1:9) to methanol/ethyl acetate (20:1) as the eluent to yield 2.3 g (68%) of the title compound as a light yellow solid.

Aufarbeitung

  1. customInto a 500-mL round-bottom flask, was placed
  2. customthe solids were removed with filtration
  3. concentrationThe filtrate was concentrated under reduced pressure
  4. customthe residue was purified by silica gel column chromatography with ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-62ad3a6837e24e198b05946e87729db7
Quelldatensatz
uspto-grants-2016_08
Patentnummer
US09428502B2

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