Water → HCID 86628297, Verbindung

HRID 21265Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 21265
[CH3:1][S:2]([O:5][C:6]1[C:14]([CH:15](OC)[O:16][CH3:17])=[CH:13][C:12]([I:20])=[C:11]2[C:7]=1[CH:8](OC)[N:9](C(C)(C1C=CC=CC=1)C)[C:10]2=[O:21])(=[O:4])=[O:3].FC(F)(F)C(O)=O.C([SiH](CC)CC)C.O>[N+](C)([O-])=O.CCCCCC.C(OCC)(=O)C>[CH3:1][S:2]([O:5][C:6]1[C:14]([CH2:15][O:16][CH3:17])=[CH:13][C:12]([I:20])=[C:11]2[C:7]=1[CH2:8][NH:9][C:10]2=[O:21])(=[O:3])=[O:4]

Komponenten

8

Edukt 4

HCID 962WaterHCID 6422Trifluoroacetic acidHCID 12052TriethylsilaneHCID 866282964-Methanesulfonyloxy-5-dimethoxymethyl-3-methoxy-7-iodo-2-(1-methyl-1-phenylethyl)isoindolinone

Produkt 1

HCID 86628297HCID 86628297, VerbindungAusbeute 72,4 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 6375NitromethaneLösungsmittelHCID 8058HexaneLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

In a similar manner to Step 4 of Example 16, 4-methanesulfonyloxy-5-dimethoxymethyl-3-methoxy-7-iodo-2-(1-methyl-1-phenylethyl)isoindolinone (226 mg, 0.393 mmol) was dissolved in nitromethane (5 mL), and the solution was added with trifluoroacetic acid (0.775 mL, 10.1 mmol) and triethylsilane (0.406 mL, 2.51 mmol), followed by stirring at 50° C. for 1 hour. The reaction mixture was added with water, ethyl acetate and hexane. The precipitated solid was collected by filtration and washed with water, followed by drying under reduced pressure to obtain 4-methanesulfonyloxy-5-methoxymethyl-7-iodoisoindolinone (113 mg, yield 72%).

Aufarbeitung

  1. filtrationThe precipitated solid was collected by filtration
  2. washwashed with water
  3. customby drying under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-576ef63e032743879434c13e7bc63fbb
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07745641B2

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