Water → 6,7-Dimethyl-5-methoxy-1,3-dihydro-2H-indole-2-one

HRID 1743397Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1743397
[CH3:1][C:2]1[C:10]([CH3:11])=[C:9]2[C:5]([CH:6](SC)[C:7](=[O:12])[NH:8]2)=[CH:4][C:3]=1[O:15][CH3:16].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.O.C1(C)C(S(O)(=O)=O)=CC=CC=1.O>ClCCl>[CH3:1][C:2]1[C:10]([CH3:11])=[C:9]2[C:5]([CH2:6][C:7](=[O:12])[NH:8]2)=[CH:4][C:3]=1[O:15][CH3:16]

Komponenten

6

Edukt 4

HCID 962WaterHCID 11776TriphenylphosphineHCID 124969952-Methylbenzenesulfonic acid hydrateHCID 222380776,7-Dimethyl-5-methoxy-3-(methylthio)-1,3-dihydro-2H-indole-2-one

Produkt 1

HCID 222380866,7-Dimethyl-5-methoxy-1,3-dihydro-2H-indole-2-oneAusbeute 72,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of 6,7-dimethyl-5-methoxy-3(methylthio)-1,3-dihydro-2H-indole-2-one (30 g, 126 mmol) in dichloromethane (600 mL) were added triphenylphosphine (40 g, 153 mmol) and toluenesulfonic acid monohydrate (29 g, 153 mmol) at room temperature, and the mixture was stirred for 3 hours. The reaction solution was poured into cool water, and the precipitated crystals were filtered. The crystals were washed with dichloromethane and water to obtain 17.5 g of the title compound.

Aufarbeitung

  1. additionThe reaction solution was poured
  2. filtrationthe precipitated crystals were filtered
  3. washThe crystals were washed with dichloromethane and water

Quellen und Nachweise

ORD-Eintrag
ord-ad8c36e386b34d36a1b6ea7ae5f1c0fb
Quelldatensatz
uspto-grants-2006_03
Patentnummer
US07008940B1

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