Benzothiazole → HCID 54135947, Verbindung

HRID 1955059Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1955059
[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[CH:2]1.C([N-]C(C)C)(C)C.[Li+].[C:18]1([CH2:24][N:25]2[CH2:30][CH2:29][CH:28]([CH:31]=[CH:32][CH:33]=[O:34])[CH2:27][CH2:26]2)[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>C1COCC1.C1CCCCC1>[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[CH:33]([OH:34])[CH:32]=[CH:31][CH:28]1[CH2:27][CH2:26][N:25]([CH2:24][C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=2)[CH2:30][CH2:29]1

Komponenten

6

Edukt 3

HCID 7222BenzothiazoleHCID 2724682Lithium diisopropylamideHCID 54371753HCID 54371753, Verbindung

Produkt 1

HCID 54135947HCID 54135947, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8028TetrahydrofuranLösungsmittel2×HCID 8078CyclohexaneLösungsmittel

Versuchsvorschrift

A solution of benzothiazole (0.243 g, 1.8 mmol) in 5 ml of dry THF was treated with 1.5M lithium diisopropylamide in cyclohexane (1.45 ml) at -78° C. and stirred at that temperature for 15 minutes. A solution of 3-[1-(phenylmethyl)-4-piperidinyl]propenal (452 mg, 1.97 mmol) in 3 ml of dry THF was added at -78° C. and stirred at that temperature for 30 minutes. The mixture was quenched with water and extracted with chloroform. The organic layer was dried and concentrated to give a thick yellow oil in a quantitative yield.

Aufarbeitung

  1. stirringstirred at that temperature for 30 minutes
  2. customThe mixture was quenched with water
  3. extractionextracted with chloroform
  4. customThe organic layer was dried
  5. concentrationconcentrated
  6. customto give a thick yellow oil in a quantitative yield

Quellen und Nachweise

ORD-Eintrag
ord-287643e774404b169c2c8b5af6cad001
Quelldatensatz
uspto-grants-2000_09
Patentnummer
US06124321

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