p-Toluenesulfonic acid → HCID 68988102, Verbindung

HRID 69461Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 69461
O1[C:5]2([CH2:9][CH2:8][N:7]([C:10]3[CH:15]=[CH:14][C:13]([N:16]4[CH2:25][CH2:24][C:23]5[C:18](=[CH:19][CH:20]=[C:21]([O:26][CH2:27][C@@H:28]6[CH2:32][CH2:31][CH2:30][O:29]6)[CH:22]=5)[C:17]4=[O:33])=[CH:12][C:11]=3[F:34])[CH2:6]2)[O:4]CC1.C1(C)C=CC(S(O)(=O)=O)=CC=1>CC(C)=O.O>[F:34][C:11]1[CH:12]=[C:13]([N:16]2[CH2:25][CH2:24][C:23]3[C:18](=[CH:19][CH:20]=[C:21]([O:26][CH2:27][C@@H:28]4[CH2:32][CH2:31][CH2:30][O:29]4)[CH:22]=3)[C:17]2=[O:33])[CH:14]=[CH:15][C:10]=1[N:7]1[CH2:8][CH2:9][C:5](=[O:4])[CH2:6]1

Komponenten

4

Edukt 2

HCID 6101p-Toluenesulfonic acidHCID 68992282HCID 68992282, Verbindung

Produkt 1

HCID 68988102HCID 68988102, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 18366337Propan-2-one--water (1/1)Lösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

A mixture of 2-[4-(1,4-dioxa-7-aza-spiro[4.4]non-7-yl)-3-fluorophenyl]-6-[(S)-1-(tetrahydrofuran-2-yl)methoxy]-3,4-dihydro-2H-isoquinolin-1-one (8.4 g) and p-toluenesulfonic acid (3.4 g) in acetone/water (80 mL/40 mL) was heated for 12 h at 70° C. Then the acetone was removed in vacuum and the aqueous phase was neutralized with sodium hydrogencarbonate solution and then extracted several times with ethyl acetate. The organic phases were combined, dried over sodium sulfate and the solvent was removed in vacuum. In this way the product was obtained with molecular weight 424.47 (C24H25FN2O4); MS (ESI): 425 (M+H+).

Aufarbeitung

  1. customThen the acetone was removed in vacuum
  2. extractionextracted several times with ethyl acetate
  3. dry with materialdried over sodium sulfate
  4. customthe solvent was removed in vacuum
  5. customIn this way the product was obtained with molecular weight 424.47 (C24H25FN2O4)

Quellen und Nachweise

ORD-Eintrag
ord-ad83ca4a916b450ea9ee7c3e86fcb9db
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08822495B2

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