Sodium Hydroxide → 2-Piperidin-2-ylmethylbenzothiazole

HRID 598552Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 598552
[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[CH2:10][CH:11]1[CH2:16][CH2:15][CH2:14][CH2:13][N:12]1C(=O)C(F)(F)F.[OH-].[Na+]>CO>[NH:12]1[CH2:13][CH2:14][CH2:15][CH2:16][CH:11]1[CH2:10][C:2]1[S:1][C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=1

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 231464011-(2-Benzothiazol-2-ylmethylpiperidin-1-yl)-2,2,2-trifluoroethanone

Produkt 1

HCID 231463502-Piperidin-2-ylmethylbenzothiazole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

1-(2-Benzothiazol-2-ylmethylpiperidin-1-yl)-2,2,2-trifluoroethanone, D29 (1.2 g) was dissolved in methanol (40 ml) and 2N sodium hydroxide solution (20 ml) and heated to 50° C. for 0.75 h. After cooling, the reaction solution was partitioned between dichloromethane and water. The organic solution was dried (MgSO4) and the solvent removed in vacuo. The residue was chromatographed (silica gel, 0-10% [9:1 MeOH/conc. ammonia solution] in dichloromethane) to afford the title compound (0.68 g).

Aufarbeitung

  1. temperatureAfter cooling
  2. customthe reaction solution was partitioned between dichloromethane and water
  3. dry with materialThe organic solution was dried (MgSO4)
  4. customthe solvent removed in vacuo
  5. customThe residue was chromatographed (silica gel, 0-10% [9:1 MeOH/conc. ammonia solution] in dichloromethane)

Quellen und Nachweise

ORD-Eintrag
ord-390f30b0fe9c4e5b9a6ece84d55d2322
Quelldatensatz
uspto-grants-2011_03
Patentnummer
US07897618B2

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