Pivaloyl chloride → 1-Benzothiophen-6-YL 2,2-dimethylpropanoate

HRID 748950

Reaktionsgleichung

Reaktionsgleichung von HRID 748950
[S:1]1[CH:5]=[CH:4][C:3]2[CH:6]=[CH:7][C:8]([OH:10])=[CH:9][C:2]1=2.[CH3:11][C:12]([CH3:17])([CH3:16])[C:13](Cl)=[O:14]>N1C=CC=CC=1>[S:1]1[CH:5]=[CH:4][C:3]2[CH:6]=[CH:7][C:8]([O:10][C:13](=[O:14])[C:12]([CH3:17])([CH3:16])[CH3:11])=[CH:9][C:2]1=2

Komponenten

4

Edukt 2

HCID 62493Pivaloyl chlorideHCID 88004Benzo(b)thiophene-6-ol

Produkt 1

HCID 690681281-Benzothiophen-6-YL 2,2-dimethylpropanoateAusbeute 98 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

Dissolve benzo[b]thiophen-6-ol (10 g, 67 mmol) in pyridine (300 mL). Add 2,2-dimethyl-propionyl chloride (38 mL, 308 mmol) dropwise, and stir at room temperature for 8 hours. Concentrate in vacuo to ¼ Volume, partition between ethyl acetate (250 mL) and water (250 mL). Separate layers, wash organic layer with water (250 mL) and brine (200 mL). Dry with magnesium sulfate, filter, and concentrate in vacuo to give 15 g of 2,2-dimethyl-propionic acid benzo[b]thiophen-6-yl ester (98%).

Aufarbeitung

  1. concentrationConcentrate in vacuo
  2. custompartition between ethyl acetate (250 mL) and water (250 mL)
  3. washSeparate layers, wash organic layer with water (250 mL) and brine (200 mL)
  4. dry with materialDry with magnesium sulfate
  5. filtrationfilter
  6. concentrationconcentrate in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-2b05473bda7542f7bc2e58ea90b282e1
Quelldatensatz
uspto-grants-2008_07
Patentnummer
US07399867B2

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