Sodium Hydroxide → HCID 15280235, Verbindung

HRID 1647251Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1647251
S(Cl)([Cl:3])=O.[Cl:5][C:6]1[CH:21]=[CH:20][C:9]2[CH:10](O)[C:11]3[C:16]([CH2:17][S:18][C:8]=2[CH:7]=1)=[CH:15][CH:14]=[CH:13][N:12]=3.[OH-].[Na+]>C(Cl)Cl>[Cl:5][C:6]1[CH:21]=[CH:20][C:9]2[CH:10]([Cl:3])[C:11]3[C:16]([CH2:17][S:18][C:8]=2[CH:7]=1)=[CH:15][CH:14]=[CH:13][N:12]=3

Komponenten

5

Edukt 3

HCID 14798Sodium HydroxideHCID 24386Thionyl ChlorideHCID 152802348-Chloro-5,11-dihydro[1]benzothiepino[4,3-b]pyridin-11-ol

Produkt 1

HCID 15280235HCID 15280235, VerbindungAusbeute 84,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

Add thionyl chloride (3.1 mL, 0.0425 mol) dropwise to a stirred suspension of 8-chloro-5,11-dihydro[1]benzothiepino[4,3-b]pyridin-11-ol (8.8 g, 0.0334 mol) in CH2Cl2 (75 mL) at 3°-8° C. Stir the mixture at room temperature for 3 hours, and pour it into 150 mL of 2.5M NaOH containing ice. Filter, separate the aqueous layer and extract it with CH2Cl2 (2×50 mL). Combine the organic extracts, and wash with water (3×50 mL) and brine (1×75 mL). Dry the mixture over MgSO4, filter, and concentrate in vacuo to obtain the title compound (8.0 g, 80%).

Aufarbeitung

  1. additioncontaining ice
  2. filtrationFilter
  3. customseparate the aqueous layer
  4. extractionextract it with CH2Cl2 (2×50 mL)
  5. washCombine the organic extracts, and wash with water (3×50 mL) and brine (1×75 mL)
  6. dry with materialDry the mixture over MgSO4
  7. filtrationfilter
  8. concentrationconcentrate in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-74fff8fe7ccb48b6b5c0bb970c335fc6
Quelldatensatz
uspto-grants-1995_07
Patentnummer
US05430032

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