1-Benzothiophene-3-carbaldehyde → HCID 11999023, Verbindung

HRID 2061916Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2061916
[C:1]1([CH:7]2[CH2:12][CH2:11][N:10]([S:13]([NH2:16])(=[O:15])=[O:14])[CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[S:17]1[CH:21]=[C:20]([CH:22]=O)[C:19]2[CH:24]=[CH:25][CH:26]=[CH:27][C:18]1=2.[BH4-].[Na+]>C(O)C>[S:17]1[CH:21]=[C:20]([CH2:22][NH:16][S:13]([N:10]2[CH2:9][CH2:8][CH:7]([C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)[CH2:12][CH2:11]2)(=[O:15])=[O:14])[C:19]2[CH:24]=[CH:25][CH:26]=[CH:27][C:18]1=2

Komponenten

5

Edukt 3

HCID 2273281-Benzothiophene-3-carbaldehydeHCID 4311764Sodium borohydrideHCID 119990221-Piperidinesulfonamide, 4-phenyl-

Produkt 1

HCID 11999023HCID 11999023, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
45 °C

Versuchsvorschrift

4-Phenyl-piperidine-1-sulfonic acid amide (1.5 g, 6.24 mmol) was dissolved in ethanol (20 mL). Benzo[b]thiophene-3-carbaldehyde (1.0 g, 6.24 mmol) was then added and the reaction mixture was warmed to 45° C. overnight. The reaction mixture was cooled to room temperature and then treated with sodium borohydride (0.2 g, 5.29 mmol). The reaction was then quenched by addition of 1N HCl. The reaction mixture was stirred overnight. The product precipitated from solution and was removed by vacuum filtration to yield the title compound as a white solid.

Aufarbeitung

  1. temperatureThe reaction mixture was cooled to room temperature
  2. customThe reaction was then quenched by addition of 1N HCl
  3. customThe product precipitated from solution
  4. customwas removed by vacuum filtration

Quellen und Nachweise

ORD-Eintrag
ord-6e44a8b456864583bab24441660ce391
Quelldatensatz
uspto-grants-2012_10
Patentnummer
US08283478B2

Notizen zur Reaktion

Wird geladen…