Sodium Hydroxide → 2-Piperidin-2-ylmethylbenzothiazole

HRID 1366989Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1366989
[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-30b346b1bbf942c295f7af716280fb16
Quelldatensatz
uspto-grants-2011_02
Patentnummer
US07893090B2

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