Water → (+/-)-2-Cyclopentyl-2-(4-((1,3-dioxoisoindolin-2-yl)methyl)phenyl)acetic acid

HRID 877224Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 877224
[CH:1]1([CH:6]([C:14]2[CH:19]=[CH:18][C:17]([CH2:20][N:21]3[C:29](=[O:30])[C:28]4[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=4)[C:22]3=[O:31])=[CH:16][CH:15]=2)[C:7]([O:9]C(C)(C)C)=[O:8])[CH2:5][CH2:4][CH2:3][CH2:2]1.FC(F)(F)C(O)=O.O>ClCCl>[CH:1]1([CH:6]([C:14]2[CH:19]=[CH:18][C:17]([CH2:20][N:21]3[C:22](=[O:31])[C:23]4[C:28](=[CH:27][CH:26]=[CH:25][CH:24]=4)[C:29]3=[O:30])=[CH:16][CH:15]=2)[C:7]([OH:9])=[O:8])[CH2:2][CH2:3][CH2:4][CH2:5]1

Komponenten

5

Edukt 3

HCID 962WaterHCID 6422Trifluoroacetic acidHCID 58136372tert-Butyl cyclopentyl{4-[(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)methyl]phenyl}acetate

Produkt 1

HCID 58136304(+/-)-2-Cyclopentyl-2-(4-((1,3-dioxoisoindolin-2-yl)methyl)phenyl)acetic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

8.5 g (20.26 mmol) of tert-butyl(+/−)-2-cyclopentyl-2-(4-((1,3-dioxoisoindolin-2-yl)methyl)-phenyl)acetate were initially charged in 95 ml of dichloromethane, 31.2 ml (405.2 mmol) of trifluoroacetic acid were added and the mixture was stirred at room temperature for 2 h. Water (250 ml) was then added, and the reaction mixture was extracted with dichloromethane. The organic phase was washed with water, dried over magnesium sulfate and concentrated. This gave 6.98 g (95% of theory) of the target compound.

Aufarbeitung

  1. extractionthe reaction mixture was extracted with dichloromethane
  2. washThe organic phase was washed with water
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-18a08a81714c4e22bf92d89bfb3302e1
Quelldatensatz
uspto-grants-2015_03
Patentnummer
US08987256B2

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